Home Vacation Condo Rentals By Owner In Brewster, MA

Showing 40 Of 72 Vacation Rentals
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Exceptional(3)

$325.64

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Enjoy your stay in Brewster at this beautiful Ocean Edge Townhome!

Brewster, Massachusetts, United States

Enjoy your stay in Brewster at this beautiful Ocean Edge Townhome!brbr(This property has a Ring Door Bell integrated into the front door.)brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis newly updated, traditional townhouse unit in Howland Village has been a favorite for guests and recently had the bathrooms renovated. The kitchen's new granite counter tops and the Pottery Barn accents throughout give this rental a refreshing look. The open concept living room and dining room were recently updated with new furniture, bamboo flooring, and a 60-inch flat screen TV with DVD player. There is a half bath conveniently located on the first floor. Sliders off the living room lead to a tranquil patio, furnished with a table & chairs and a gas grill for outdoor dining. A straight staircase leads to the second floor where you will find the two bedrooms, a full bath with separate vanity area, and a washer/dryer set. The primary bedroom has a king size bed, flat screen TV with DVD player, AC, and a Juliet balcony that overlooks the private wooded backyard. The second bedroom has two twin beds and is decorated with white wicker furniture that includes a bookcase filled with board games and DVDs for family fun. This prime location rental is a three-minute walk to the Fletcher indoor & outdoor pools, cardio room, and basketball & tennis courts. brC-Style, Updated, King sized bed, straight staircase,2 A/Cs, Wi-Fi and pool passes, additional fees apply for the pool passes.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only. (3 Night Minimum Allowed During Off Weeks)brbrSponsored Guest Pool Passes:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children's activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - HO0607
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Bath 1

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Sleep 6

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$345.99

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Wonderful Ocean Edge Apartment. Short drive to beaches, you will love the Brewster Flats!

Brewster, Massachusetts, United States

Lovely First Floor Ocean Edge Condo - Nearby to Beaches & The Brewster Flats!brbrThis beautiful, recently renovated Eaton Village first floor condo features updated kitchen and bathrooms with hardwood floors throughout. The primary bedroom has a queen bed, private bath, flat screen TV, and ceiling fan. The second bedroom has 2 twin beds and a ceiling fan. The modern kitchen is fully equipped, and there is comfortable seating in the dining area. The air-conditioned living room has a flat screen TV/DVD player. Sliders off the living room lead to a patio that is furnished for outdoor dining with a table, chairs, and charcoal grill. Other amenities include washer/dryer and WIFI Internet.brbrThis property is street level and has been renovated. Enjoy 2 bedrooms and 2 baths with one A/C.brbrBrewster Attractions:br-Cape Cod Rail Trail: Enjoy miles of scenic biking and walking paths. Rent bikes nearby on Route 6A and set off on a carefree adventure through Brewster.br-Brewster Flats: Don't miss the iconic tidal flats at low tide—perfect for shell collecting, barefoot strolls, and unforgettable photos.br-Cape Cod Bay Sunsets: End your day with a breathtaking sunset over the bay, a true highlight of any Brewster stay.br-Nickerson State Park: Spend the day kayaking or paddle boarding on crystal-clear kettle ponds, with convenient on-site rentals.br-Captains Golf Course: Hit the links at this top-rated course, known for its beautiful scenery and enjoyable layout.brbrFREE ACTIVITIESbrYour stay includes complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only.brbrNote: No Pool Access - Renters at this property are not eligible to purchase pool passes.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check.brbrLeighton Rentals - EA0538
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Bath 2

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Sleep 4

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Exceptional(2)

$332.96

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Inviting private patio, charming décor, and a wonderful location close to Pool, Tennis and Fitness.

Brewster, Massachusetts, United States

Welcome to AzuremerebrbrCharming Ocean Edge Townhouse with Beachy Decor and Pool Access! brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis townhome in Howland Village has it all: an inviting private patio, charming décor, and a wonderful location close to the Fletcher Pool and Tennis Complexes and the Cardio Room. The nautical, beachy décor will set the mood for a great Cape Cod vacation. On the main floor, there is a full kitchen, a half bath, and a comfortable living and dining room area. The living room has a pull-out queen sleeper sofa, a TV, ad A/C. Sliders off the living room lead to a private patio. The second floor has two beds and a newly renovated full bath. The primary bedroom has a king bed, TV, A/C, and sliders opening to a Juliet balcony. The second bedroom, has 2 twin beds and A/C.brbrBrewster Attractions:br-Enjoy the Cape Cod Rail Trail, countless miles for biking and walking. Bike rentals are available in various locations in Brewster along Route 6A.br-Explore the famous Brewster Flats at low tide to collect seashells, photos, and memories.br-Enjoy magnificent sunsets summer over the Cape Cod Bay.br-Make sure to visit Nickerson State Park, with two kettle ponds for kayak and paddle board (rentals available on site)br-Play a round at Captains Golf Course!brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only.brbrSponsored Guest Pool Passes: brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children's activities throughout the Villages. (additional fees apply)brTennis and pickleball courts are also available for use. (additional fees apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - HO0611
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Bath 1

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Sleep 6

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Exceptional(1)

$479.35

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Vacation Bliss at Ocean Edge RPAM108

Brewster, Massachusetts, United States

Step inside to discover a bright, airy space with gleaming floors, high ceilings, and a layout that feels both inviting and spacious. The open living area is perfect for unwinding after a day of exploring, with comfortable seating and a flat-screen TV ready for your next movie marathon. The fully equipped kitchen offers everything you need to whip up a Cape Cod feast—whether that's fresh seafood from the local market or late-night snacks for your sweet tooth.brbrThe primary bedroom suite is a peaceful retreat, complete with a full bathroom next door and access to a cozy patio where you can sip your morning coffee or toast the sunset. The second, open lofted bedroom is equally inviting with its own private en-suite full bathroom, making this condo a perfect option for groups of up to four guests.brbrBut let’s be real—you’re not coming here to sit inside all day. As part of the Ocean Edge Resort community, you’ll have the option to experience world-class amenities for an additional cost. Swim in sparkling indoor and outdoor pools. Feeling sporty Tennis courts, pickleball courts, and bike rentals await you. Need to relax There’s a spa for that. Hungry Multiple on-site restaurants and pubs will keep you well-fed and happy.brbrWhen you're ready to explore beyond the resort, Brewster is the perfect jumping-off point. Check out the Cape Cod Rail Trail, just minutes away, for scenic biking and walking adventures. Don’t miss Nickerson State Park for freshwater ponds and hiking trails, or the iconic Brewster General Store for old-fashioned charm and locally made goodies. Multiple nearby beaches beckon to be explored… and Cape Cod Bay’s famous sunsets You’re in the perfect spot to catch them.brbrThis is more than just a rental—it’s a home base for unforgettable experiences. Whether you’re sipping wine on the patio or making memories at the pool, 36 Trevor Lane is where vacation dreams come to life. Book your stay today and prepare to have your expectations exceeded.brbr7 night minimums during the peak season, Sat. to Sat. only. 4 night minimum stays during the shoulder seasons. Please inquire for detailed info on 2026 guest passes and related additional costs. Subject to applicable taxes and fees. All linens and towels are provided. No pets, please. All Robert Paul Vacation Rental bookings include a non-refundable $250 fee that includes administrative fee and damage waiver assurance for self-reported incidental damage up to $1,000.00
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Bath 2

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Sleep 4

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$382.89

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Welcome to this lofty Ocean Edge two bedroom, two bath townhouse!

Brewster, Massachusetts, United States

Spacious Townhome at Ocean Edge Resort & Golf Clubbrbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrWelcome to this lofty two-bedroom, two-bath townhome at Ocean Edge! This beautiful condo features a remodeled kitchen and dining area, along with A/C in both bedrooms and the living room/loft area to keep you comfortable all summer long.brbrThe renovated kitchen boasts granite countertops, stainless steel appliances, and all the amenities of a home-away-from-home. The dining area is fully furnished with a table that seats six — perfect for gathering after a day at the beach.brbrThe first-floor bedroom features a queen-sized bed, A/C, and a full bath located just outside the bedroom. Upstairs, the open loft includes A/C and three twin beds, offering flexible sleeping space for family and guests.brbrStep outside to the outdoor patio, complete with a gas grill and outdoor furnishings — ideal for relaxing evenings and summer cookouts.brbrBrewster Attractions:br-Cape Cod Rail Trail: Enjoy miles of scenic biking and walking paths. Rent bikes nearby on Route 6A and set off on a carefree adventure through Brewster.br-Brewster Flats: Don't miss the iconic tidal flats at low tide—perfect for shell collecting, barefoot strolls, and unforgettable photos.br-Cape Cod Bay Sunsets: End your day with a breathtaking sunset over the bay, a true highlight of any Brewster stay.br-Nickerson State Park: Spend the day kayaking or paddle boarding on crystal-clear kettle ponds, with convenient on-site rentals.br-Captains Golf Course: Hit the links at this top-rated course, known for its beautiful scenery and enjoyable layout.brbrFREE ACTIVITIESbrYour stay includes complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrNote: Saturday-to-Saturday stays only.brbrNote: No Pool Access - Renters at this property are not eligible to purchase pool passes.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check.brbrLeighton Rentals - BI0823
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Bath 2

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Sleep 5

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$341.88

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This Sunny, End Unit Apartment in Eaton Village Features a Nice Tree-lined View.

Brewster, Massachusetts, United States

Sunny & Comfortable End Unit in The Villages at Ocean Edge Resort on Cape Cod!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrEscape to this wonderful, light-filled Eaton condo in The Villages at Ocean Edge, perfect for a relaxing getaway on Cape Cod! The living room, which has a comfortable new sofa, TV with DVD Player, and A/C is a great spot to relax after a long day in the sun! Sliding doors from the living room open to a furnished patio, complete with a grill for outdoor dining. Additional amenities include a washer and dryer, as well as Wi-Fi for seamless internet access. The kitchen boasts brand-new appliances, perfect for anyone looking to channel their inner chef and whip up delicious meals.brbrThe primary bedroom features a comfortable queen-sized bed, an en-suite bathroom, and air conditioning for your convenience. The secondary bedroom offers two cozy twin beds, with a full bathroom located just steps away. brbrBrewster Attractions:br-Cape Cod Rail Trail: Enjoy miles of scenic biking and walking paths. Rent bikes nearby on Route 6A and set off on a carefree adventure through Brewster.br-Brewster Flats: Don't miss the iconic tidal flats at low tide—perfect for shell collecting, barefoot strolls, and unforgettable photos.br-Cape Cod Bay Sunsets: End your day with a breathtaking sunset over the bay, a true highlight of any Brewster stay.br-Nickerson State Park: Spend the day kayaking or paddle boarding on crystal-clear kettle ponds, with convenient on-site rentals.br-Captains Golf Course: Hit the links at this top-rated course, known for its beautiful scenery and enjoyable layout.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only.brbrNote: No Pool Access - Renters at this property are not eligible to purchase pool passes.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - EA0167
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Bath 2

Bath

Sleep 4

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$870.41

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NEW for 2026 - SEARS POINT PRIVATE ASSOCIATION BEACH & CAPE COD BAY VIEWS!

Brewster, Massachusetts, United States

NEW for 2026 - SEARS POINT PRIVATE ASSOCIATION BEACH, HEATED POOL & CAPE COD BAY VIEWS!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrDiscover a luxurious escape at Sears Point where this bright and airy first-floor unit offers breathtaking views of Cape Cod Bay and beautifully manicured gardens. brRecently renovated the interior boasts an open-concept design featuring a gourmet kitchen with high-end appliances and quality cabinetry.brThe spacious living room with built-ins and a large dining area opens to a screened porch all providing magnificent bay views. brRelax in the first-floor master suite complete with scenic vistas and enjoy the convenience of a second king bedroom on the main floor. brbrThe lower level offers an additional 660 sq ft of finished space including a full bath and laundry facilities. It features sleeping arrangements with a Queen Bed with Twin Trundle and two Single Convertible beds. brbrEnjoy the exclusive amenities of the complex including a private association beach, two private tennis courts and a heated association pool - all just minutes away.brExperience peace and comfort at this exceptional Cape Cod retreat.brbrFirst Floor: Bedroom #1 - 1st Floor Primary Bedroom -1 King bed with en-suite bath; Bedroom #2 - 1 King bed; Lower Level -1 Queen Bed with Twin Trundle and 2 Single Convertible bedsbrbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you ll receive free tickets every day of your stay to top activities, including:br - Golfingbr - Bike Kayak Rentalsbr - Whale Watcher Cruisebr - Round Trip Ticket to explore Martha Vineyard NantucketbrbrNote: Saturday-to-Saturday stays only. brbrAdditional Information:br - Smoking is not permitted.br - Pets are not allowed.br - Bed sheets, pillowcases, and towels are provided. (Beds Made!)br - Travel Insurance is available upon request.br - Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - BR0851
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Bath 3

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Sleep 8

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$575.16

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NEW for 2026 - Bright & Airy Ocean Edge Resort Howland Village 2BR, 2BA

Brewster, Massachusetts, United States

NEW for 2026 - Bright Airy Ocean Edge Resort Howland Village 2BR, 2BAbrbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis recently refreshed end unit in the Howland Village is tucked in a quiet corner of the Ocean Edge Villages and just a short drive to some of Brewster s beautiful beaches. New flooring, two ductless A/C units, kids supplies and a straight staircase are some of the highlights of this delightful unit.brbrThe first floor features a bright and open layout with the living room hosting a TV and seating area. A sofa, chairs and a gas fireplace welcome you to relax and enjoy the view from the sliding doors to the patio. The backyard patio features a dining table and umbrella as well as a gas grill for your summer barbecuing!brThe indoor dining area also seats up to 6 and is open to the kitchen and living room spaces. The kitchen has new countertops and is fully equipped including microwave, toaster and a drip coffee maker.brbrThe bedroom on the first floor has a King size bed, TV and includes a ductless unit in a delightfully appointed setting. Just adjacent to the first floor bedroom is a shared bathroom with a low-lip glass door shower. The washer and dryer are housed in the hall closet outside the first floor bathroom.brbrThe straight stairway leads to the loft which features two Twin size beds. A TV and full bathroom are also in the upstairs area. A well stocked closet of toys, games, kid s dining sets, cups, bed guard rails and coloring supplies awaits here, along with a Trip Trapp highchair! The convertible sofa bed in the living room has a queen sized bed for additional sleeping.brbrThis unit allows for guests to purchase passes to Ocean Edge Resort's indoor pool, 2 outdoor pools, saunas, Jacuzzis, basketball courts, volleyball courts, tennis courts, fitness centers and a myriad of other activities.brbrDine at the Ocean Terrace restaurant featuring a swanky outdoor bar and dining area at the Ocean Edge Mansion with breathtaking views of Cape Cod Bay.brbrBrewster is world famous for its and pristine beaches, fine restaurants, art galleries, antique shops and parks all of which are only a short distance from the unit. Many of the most beautiful bay-side beaches are only about a 5 minute drive. Brewster offers over 48 freshwater ponds and many bay-side beaches that recede out over a mile at low tide offering a wonderful view of sandbars, clam beds and tidal pools teeming with sea life. These Brewster beaches offer unsurpassed peaceful solitude shorebirds enchanting wildlife and spectacular sunsets.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets every day of your stay to top activities, including:br - Golfingbr - Bike Kayak Rentalsbr - Whale Watcher Cruisebr - Round Trip Ticket to explore Martha Vineyard Nantucketbrbr*Note: Saturday-to-Saturday stays only.brbrSponsored Guest Pool Passes:br-Guests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbr-Pool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.​​​​​​​brbrAdditional Information:br * Smoking is not permitted.br * Pets are not allowed.br * Bed sheets, pillowcases, and towels are Not provided.br * Travel Insurance is available upon request.br * Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLinens and Towels Package: Additional $185. (Please call for this service) brbrLeighton Rentals - HO0857
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Bath 2

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Sleep 6

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$418.59

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Cozy 2BR Ocean Edge townhouse with A/C, private patio, and resort living in Brewster.

Brewster, Massachusetts, United States

Located in the desirable Howland Village at Ocean Edge Resort in Brewster, this comfortable two-bedroom townhouse offers a relaxing Cape Cod getaway.brbrCatch Every Game — Property Includes Sports Channels!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrBoth bedrooms are on the second floor, including a primary bedroom with a king bed, TV, and Mini Split A/C, and a secondary bedroom with a queen bed as well as a TV. A full bathroom is conveniently located upstairs, with a half bath on the main level.brbrThe inviting living room features a TV and Mini Split A/C, along with a sliding door that opens to a private patio—perfect for unwinding after a beach day or grilling dinner for the family. Enjoy all the conveniences of home in a peaceful resort setting.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you ll receive free tickets every day of your stay to top activities, including:br-Golfingbr-Bike Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard NantucketbrbrNote: Saturday-to-Saturday stays only.brbrSponsored Guest Pool Passes:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - HO0853
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Bath 1

Bath

Sleep 6

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$417.22

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Adorable condo with patio, shared pool, & hot tub - close to the water

Brewster, Massachusetts, United States

Summary:brbrOcean Edge RetreatbrbrbrbrThe Space:brbrNestled in the charming town of Brewster, MA, this inviting Ocean Edge condo offers a perfect retreat for those looking to enjoy the amenities of Ocean Edge and the beauty of Cape Cod. With access to swimming pools, bike rentals, tennis courts, and paddle boards, you'll have endless opportunities for outdoor fun. Beach permits are available throughout the town, allowing you to soak up the sun and surf at your leisure. Plus, golf enthusiasts will appreciate the proximity to nearby golf courses for a relaxing day on the greens. Step inside this well-appointed condo and discover a range of amenities to enhance your stay. Relax in the hot tub, take a dip in the pool, or challenge your companions to a game of tennis on the courts. The cozy interior features a sofa bed, washer/dryer, partial AC, and internet access for your convenience. Enjoy meals al fresco on the patio with the provided furniture and gas grill, or whip up a feast in the fully equipped kitchen complete with modern appliances and cookware. From the comfort of the condo, you can admire views of the golf course and unwind in the spacious living area with a TV for entertainment. The bedrooms offer a variety of sleeping arrangements, including a king bed, queen bed, and twin bed, ensuring a restful night's sleep for all guests. With multiple levels, a loft area, and easy access to various amenities, this condo provides a comfortable and convenient stay for families or groups of friends. Explore the surrounding area and take advantage of the resort's facilities, including a gym/fitness room, heated indoor pool, and on-site dining options. Whether you're interested in beachcombing, bird watching, boating, or fishing, Brewster offers a plethora of outdoor activities to enjoy. With a car necessary for transportation and proximity to golf courses, restaurants, and shopping, this condo is the ideal home base for your Cape Cod getaway. Book your stay today and experience the best of coastal living in Brewster! bTHINGS TO KNOW/b Guest pass purchase required for resort pool and gym
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Bath 2

Bath

Sleep 6

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$595.9

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Modern fairway condo with open layout, private patio, AC & washer/dryer

Brewster, Massachusetts, United States

Summary:brbrOcean Edge EscapebrbrbrbrThe Space:brbrEscape to the charm of Cape Cod in this beautifully updated 2-bedroom, 2-bath garden-level condo in the heart of the Ocean Edge Resort community. Tucked away on a quiet cul-de-sac and set alongside a scenic stretch of the golf course, this inviting home offers coastal style, modern upgrades, and a peaceful retreat within one of Brewster's most desirable destinations. Inside, an open layout welcomes you with a fully renovated kitchen featuring quartz countertops, a glass tile backsplash, stainless steel appliances, and a custom breakfast bar with shiplap accents and a wooden footrest. Engineered hardwood floors run throughout the main living area, where large windows and a sliding glass door open to a private patio with tranquil views of the fairway. Both bedrooms are cozy and well-appointed, with the primary suite offering a beautifully tiled en suite bath. The second bathroom is equally stylish with updated vanities, tile flooring, and modern fixtures. An updated AC unit and in-unit washer and dryer ensure a comfortable and convenient stay. You'll be just minutes from the Cape Cod Rail Trail, offering miles of scenic biking and walking routes through the region. The condo is also ideally located near local restaurants, shops, beaches, and a wide range of activities including golf, boating, antiquing, and miniature golf. Whether you're spending your days exploring the Cape or simply relaxing on the patio with a view, this golf-side condo is the perfect escape for a laid-back and memorable stay. Come enjoy the beauty, charm, and ease of Brewster in true coastal comfort! bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(10)

$279.98

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Cozy condo with golf course view, balcony, W/D, AC, & games

Brewster, Massachusetts, United States

Summary:brbrThe Condo at Ocean EdgebrbrbrbrThe Space:brbrNestled within the serene Ocean Edge Community in Brewster, MA, this charming condo offers a peaceful retreat for those looking to unwind and relax. With a cozy full-size bed in the bedroom and an additional full-size murphy bed in the living area, this unit comfortably accommodates guests. Step out onto the balcony to enjoy a tranquil view of the golf course, perfect for sipping your morning coffee or watching the sunset. The town of Brewster is a delightful destination with its galleries, farms, shops, and beautiful beaches. Explore all that Cape Cod has to offer with a short drive to nearby attractions, and don't miss the chance to indulge in a relaxing spa day at the renowned Spa at Ocean Edge during your stay. Upon entering this home, you'll find a convenient layout with a well-equipped galley kitchen featuring a washer and dryer. The open living and dining area leads out to the balcony, providing a seamless indoor-outdoor living experience. The bedroom boasts a walk-in closet and access to the balcony, while the bathroom offers a tub/shower for your convenience. This property is equipped with amenities such as window air conditioning, internet access, and entertainment options like TVs and a DVD player. Enjoy the peaceful surroundings, play board games, or simply unwind in this comfortable space. Whether you're looking to relax indoors or explore the nearby attractions, this townhome in Brewster is the perfect home base for your Cape Cod getaway. Experience the best of coastal living and book your stay at this inviting condo in Brewster today! bThings to Know/b Cellular reception in the Ocean Edge area can be very spotty for most providers bHouse Rules/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.
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Exceptional(20)

$571.67

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Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Brewster, Massachusetts, United States

Summary:brbrSand, Shells & SunsetsbrbrbrbrThe Space:brbrNestled in the picturesque town of Brewster, this ground-floor Ocean Edge condo offers an idyllic retreat for those seeking to savor all that Cape Cod has to offer. Immerse yourself in the beauty of this coastal paradise and take advantage of the exceptional amenities provided by the Ocean Edge Resort, including pools, a hot tub, sports courts, and lawn games (additional fees may apply). For outdoor enthusiasts, direct access to the Cape Cod Rail Trail awaits, perfect for exploring the region's scenic bike trails. Along the way, discover the charm of Route 6A, where art galleries, cozy coffee shops, and local boutiques beckon you to explore their treasures. When it's time to soak up the sun and surf, you're just a short drive from ten renowned Brewster Bay beaches, celebrated for their expansive tidal flats. For those who prefer a leisurely stroll, Ellis Landing Beach is also within walking distance, offering breathtaking sunsets over Cape Cod Bay. Additionally, this unit boasts an enviable location right in the heart of the magnificent Ocean Edge Golf Course, and for golf lovers, a 36-hole Captain’s public golf course is minutes from the condo's front door. Inside, the condo features a well-equipped, full kitchen with a range of stainless steel appliances, a dining table perfect for meals and family game nights, and a comfortable living area with seating and two Roku-equipped TVs. A sliding glass door provides easy access to your shaded back patio, ideal for relaxing with your morning coffee or enjoying a tranquil evening. Leave the heavy packing behind as you'll have your very own washer/dryer for added convenience. Stay comfortable year-round with central air-conditioning, and for those who need to work or stay connected, a desk and chair are provided for your laptops. Experience the Cape Cod lifestyle in style and comfort at this charming Ocean Edge condo, where relaxation, recreation, and exploration come together seamlessly. Additional activities such as fitness classes, tennis, bike rentals, kayaking, and paddleboarding are available for an extra fee. bThings to Know/b To use Ocean Edge Resort & Golf Club facilities, you must be sponsored by a Club Member. Passes cost $27/day for adults and $14/day for children ages 6–15, or $80/week for adults and $40/week for children. Kids under 6 are free. Passes include access to Arbor and Fletcher Pools, Fletcher Cardio Center, and scheduled children’s activities. Complete details are provided on the reservation confirmation bHouse Rules/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.
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$387.33

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This light and airy, street-level condo is located in Chilton Village. One bedroom Two bathrooms!

Brewster, Massachusetts, United States

Welcome to Chilton Village at the prestigious Ocean Edge Resort in Brewster, just moments from Cape Cod Bay. This light and bright first-floor condo offers a comfortable and convenient retreat for your Cape getaway.brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrEnter at street level into an open, airy living space featuring a well-equipped kitchen, a dining area with seating for six, and a comfortably furnished living room with TV and A/C. The primary bedroom includes a king-size bed, A/C, and a private full bathroom. A second full bathroom provides added convenience for guests.brbrStep outside through sliding doors in the living room to enjoy the private patio, complete with outdoor seating and a gas grill—perfect for relaxing after a day at the beach. Additional amenities include WiFi, a washer and dryer, and two A/C units for added comfort.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only.brbrNote: No Pool Access - Renters at this property are not eligible to purchase pool passes.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - CH0822
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$448.63

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Come enjoy your stay at this light and bright 1st floor condo located in the prestigious Ocean Edge.

Brewster, Massachusetts, United States

STELLA MARINA brbrWelcome to Eaton Village of the prestigious Ocean Edge Resort in Brewster near Cape Cod Bay, come enjoy your stay at this light and bright first floor condo.brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis light and airy, street-level condo is located in Eaton Village. You will feel welcome as you enter the unit to find a well-equipped kitchen, a dining area with seating for 6, and a comfortably furnished living room with TV and A/C. The primary bedroom offers a queen bed, A/C and a private full bath. There is a full bathroom located in the hallway which also leads to the second bedroom with 2 Twin sized beds. Sliding glass doors off the living room lead you to the patio with outdoor seating and a gas grill. Additional amenities include washer/dryer and WIFI Internet access. brbrThe property does not have any carpet, the kitchen and bathrooms are updated. The property has been completely renovated, beds and furniture are brand new. The property has Nautical décor, most tastefully decorated, but by no means over decorated. brbrThere are many wonderful things to do in Brewster, enjoy Cape Cod Bay with the famous Brewster Flats, the Cape Cod Rail Trail, and countless miles for biking and walking. Bike rentals are available in Brewster.brOur Brewster beaches are amazing. The Brewster Flats were recognized by Travel and Leisure in the America's Most Beautiful Coastal Views category and ranked in the top three, at low tide you will be able to take long walks, catch hermit crabs, collect scallop shells and simply marvel at the beauty of rippled sand, tidal pools and the beauty of Cape Cod Bay. You will also witness the most incredible sunsets imaginable.brbrThe Brewster bayside beaches have very gentle surf, fun for paddle boarding, kayaking, swimming and playing in the waves. The sand is very fine and comfortable to walk on. Cape Cod Bay has warmer water temperatures than the Atlantic Ocean, also the beach does not drop off, like the Ocean side beaches, therefore the beaches are wonderful for children and adults alike.brbrMake sure to visit Nickerson State Park with hiking trails and two kettle ponds with kayak and paddle board rentals.brbrPublic golf is also available at the Captains Golf Course, a 36-hole Public course in Brewster. Take in a baseball game by the renowned Cape Cod Summer league. brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday-to-Saturday stays only. (3 Night Minimum Allowed During Off Weeks)brbrSponsored Guest Pool Passes:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children's activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - EA0805
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Exceptional(3)

$351.24

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Lovely Condo at Ocean Edge Resort on Cape Cod

Brewster, Massachusetts, United States

Your Brewster adventure begins at this lovely 2-bedroom, 1.5 bath condo. The relaxed atmosphere of this cozy retreat will make guests feel right at home, with a queen bed, two twin beds and a sofa bed in the living room. Enjoy the fabulous amenities like AC, WiFi, Flat Screen Smart TV, and a washing machine during your stay. We think our place will help you experience everything Brewster has to offer.brbrThis condo has everything you'll need to be comfortable including three AC units, a full kitchen with all utensils and microwave. There is a dining area that seat 6 and a half bath conveniently located on the first floor. Sliding glass doors off the living room lead to a private furnished patio with outdoor grille. (must be moved 15' from unit when in use). A straight staircase leads to the second floor where you find both bedrooms, a full bath with a separate vanity area and washer/dryer. Each bedroom has their own separate AC unit, WiFi TV and closet. The primary bedroom has a queen size bed, Juliet balcony with slider and the second bedroom has two twin beds. There are various books and board games for your entertainment.brbrThis property is centrally located on Cape Cod with so much to do including the beautiful Brewster Flats. The Brewster town beaches are accessible for a nominal fee. The Cape Cod Rail Trail bike path is close to Ocean Edge near 6A Villages main entrance. Plenty of local antique shops and art galleries in the area with numerous restaurants in Brewster, Harwich, Chatham and Orleans. brbrSaturday to Saturday only and smoking is not permitted.brbr*Pool passes are NOT INCLUDED and must be purchased separately during your stay. The Ocean Edge Resort Golf Club controls the distribution of passes, collection of fees, use and operations of all amenities. All are subject to change without notice.br*This property allows you to purchase: Sponsored Guest Pool Passes! br*For the 2025 summer season the daily pass rate is $27 per adult and $14 per child (ages 6-15). The weekly pass rate is $80 per adult and $40 per child. (Children 5 and under do not require a pass).brbr*Sponsored Guest Passes include daily/weekly access to Arbor and Fletcher Pools, Fletcher Cardio Center.brbr** NO PETS are allowed in this condo property.
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$410.22

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Gorgeous Ocean Edge townhouse in Howland Village with newly renovated kitchen & baths and AC system!

Brewster, Massachusetts, United States

Welcome to Driftwood Flats – Your Perfect Ocean Edge Retreat!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrDiscover this stunning 2-bedroom plus open loft townhouse with 2 full baths and a newly renovated kitchen and bathrooms, located in the desirable Ocean Edge community. The light and airy open floor plan seamlessly connects the kitchen, dining, and living areas, creating the perfect space for relaxing and entertaining. The modern kitchen features granite countertops, shaker cabinetry, and stainless-steel appliances, including a dishwasher, while the dining area comfortably seats up to eight guests.brbrOn the first floor, a bedroom with a queen bed is conveniently located next to a remodeled bathroom with a walk-in shower. Upstairs, the open loft offers a twin-over-full bunk and a full-size sleeper sofa, while the primary bedroom suite provides a king bed, private full bath, and spacious walk-in closet. All rooms are equipped with Smart TVs for your entertainment.brbrStep out from the living room onto a sunny private patio with a gas grill, outdoor furnishings, and peaceful golf course views. Additional amenities include three mini-split A/C units, a washer and dryer, and high-speed Wi-Fi.br​​​​​​​brA-Style, New Kitchen, New Baths, Straight Staircase. 3 A/Cs, Pool Passes (Fees Apply)brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you ll receive free tickets every day of your stay to top activities, including:br-Golfingbr-Bike Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard NantucketbrbrNote: Saturday-to-Saturday stays only. (3 Night Minimum Allowed During Off Weeks)brbrSponsored Guest Pool Passes:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages. (additional fees apply)brTennis and pickleball courts are also available for use. (additional fees apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are provided. As well as 8 Beach Chairs!br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - HO0697
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Exceptional(29)

$478.24

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Updated Brewster Townhome in Ocean Edge Resort, Nearby Beaches + Cape Charm

Brewster, Massachusetts, United States

This tastefully decorated and freshly furnished two story condo offers relaxing accommodations for up to 6 people to enjoy everything Cape Cod has to offer. The condo is centrally located on the Cape close to beaches, shops, and fantastic local restaurants. brbrThis condo is a 2 bedroom, 2 full bath unit with a loft and open concept living/dining room including a walk out private patio. Both bathrooms and the kitchen have been recently updated including new appliances.brbrThe inviting and bright living room has a comfy couch and smart 42 inch flat-screen Roku TV with capability to log into your favorite streaming services. Basic cable and Bluray/DVD player provided.brbrThe full kitchen includes all necessary appliances and utensils, microwave, Keurig Duo (bring your own K-cups), toaster and dishwasher. The unit also has a washer and dryer. The charming dining room sits 6 adults comfortably. brbrThe first floor bedroom is equipped with a queen sized bed, two side tables, a dresser, a closet, and has a wall-in AC unit.brbrOff the living room through a large sliding glass door is a quiet private patio including patio table, four chairs and a gas grill. brbrThe second floor has a spacious master bedroom with bathroom, a large closet, queen-sized bed, two night-stands, a dresser, and wall-in AC unit. brbrAlso on the 2nd floor is the air conditioned loft with a twin sized day bed including a trundle, a dresser and an accent chair. Perfect for reading a book as you sit enjoying the Cape Cod breeze that passes through our unit. brbrThe Cape Cod Rail Trail passes through Ocean Edge Resort and is perfect for those looking to experience the scenery on a bike. There is a bike rental shop nearby. The resort also offers beautifully maintained grounds for walking and running with views of the Ocean Edge Resort Golf Course. brbr***This property does NOT include access to purchase passes to Arbor and Fletcher Pools, Fletcher Cardio Center, or the private beach or the Resort's golf courses and sports amenities (volleyball, basketball, tennis, etc). However, there are several public pay to park beaches and public golf courses within a short drive away. Please also note that access to the unit requires climbing a set of stairs from the parking area and could be challenging for guests with mobility concerns**brbrPets and smoking are not allowed. Age of primary renter must be 25 and older. brbrCheck in at 4pm, check out at 10am. Unfortunately we cannot grant exceptions to check in and check out times. Thank you for understanding! brbrWe look forward to hosting you at our family home!
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