Home Vacation Rentals By Owner In Brewster, MA

Showing 20 Of 331 Vacation Rentals
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Exceptional(2)

$583.67

/ Nightly
Private Vacation Home

Japanese Garden Hideaway

Brewster, Massachusetts, United States

SUMMER SPECIAL!brOpen weeks have just been reduced for 2026 by $550 per week (6/27-7/4/26, 8/8/-8/15/26, 8/29-9/5/26)brbr4 BR, 2.5 BA Tranquil Gardens Getaway w/AC just off the Historic 6A!brbr* * * * See end of this description for information about free included activities, Kinlin Grover's cancellation/refund policy and more! * * * *brbrThis ideal vacation retreat is a mere bike ride and 1.5 miles to several beautiful bay beaches - expansive sandy Cold Storage and Sea Street Beaches and picturesque rocky Crowe's Pasture Beach - and the clear and lovely Slough Pond for swimming. The convenience of laundered sheets and towels is an available option that lets you just pack your bags and go! brThe spacious home, completely renovated, has many versatile spaces for individual as well as large group activities. It is especially well suited for multi-generational families, groups of friends or merely large families. brMusicians love playing the Baldwin concert grand piano. Nature lovers relish in witnessing the abundant wildlife, including the birds and butterflies in the many trees and bushes and the frogs in the little pond. brAdults and children alike delight in exploring the trails and playing hide and seek in the woods. And everyone seems to enjoy eating dinner by the waterfall and meditating or just relaxing in the Zen garden by the Japanese tea house, on the deck, and inside the screened porch. And if you need to make this all or partly a work vacation, there are several places to hide away with your laptop, supported by generous internet coverage. brThis unique hidden gem amidst its Asian gardens inspires reactions such as gorgeous, magical, soothing, poetic, breathtaking, and a little piece of paradise- all words used by party and house guests to describe their experiences there. As one person stated, Surrounding the home are tranquil paths that await discovery to transport you from all your cares to several opportunities for personal reflectionbror quiet conversation. Because this home was created with much loving care over several years, the owners welcome renters who anticipate enjoying this exquisite natural setting and who will treat it with care and respect.brbrCape Cod Bay is world famous for its 'Flats' 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. brBrewster 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 beaches offer unsurpassed peaceful solitude, shorebirds, enchanting wildlife and spectacular sunsets.brbr1st floor: Bedroom 1 - Queen bed, Bedroom 2 - Sleeper sofa; 2nd floor Bedroom 3 - Queen, Bedroom 4 - QueenbrbrLocated just off 6A, this property also makes exploring the Cape a breeze! Just a short drive to all the best East Dennis and Brewster have to offer including the town's bay beaches, fresh water ponds, Main Street and galleries, shops and restaurants, the Cape Cod Rail Trail for biking and walking, Cape Cod Nationals Seashore beaches, trails and sites and live entertainment.brbrNearby beaches:br- 1.5 mile to Cold Storage Beach br- 1.5 mile to Sesuit Harbor br- 1.5 mile to Sea Street Beach br- 3.1 Mile to Paines Creek Beachbrbrbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services fee; all applicable taxesbr* Sheets and towels provided for a fee of $200brbr* FREE WIFI br* SATURDAY TO SATURDAY RENTALbr* NO PETSbr* NO SMOKINGbr* OCCUPANCY: 8 PEOPLE TOTAL (Adults and Children)br* PARKING FOR 4 VEHICLESbrbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.
Bed 4

Bed

Bath 2

Bath

Sleep 8

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$820.73

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Private Vacation Home

Crosby Beach Hideaway

Brewster, Massachusetts, United States

Crosby Landing Beach Hideaway on a Quiet Cul-de-Sac!brThis bright and airy 3 bedroom, 3.5 bath home on a quiet cul-de-sac is about a half mile to Crosby Landing Beach! brCentrally located just off historic 6A, the home is just about a half mile to Nickerson State park, the Cape Cod Rail Trail, Cobies, as well as many other Brewster Favorites! brbrThe first floor boasts a front living room with workstation/desk, and an open floor plan to the sunny family TV room, kitchen and dining area. brOff the dining area access the large deck, great for just relaxing, lounging or enjoying a family summer BBQ (gas grill). The spacious and private back yard has plenty of space for a myriad of outdoor activities! brbrThis home features 3 bedrooms ALL with en-suite bathrooms; the first floor queen master has a private bath and shower. There is a half bath just off the kitchen as well. The second floor consists of a spacious King bedroom with ensuite bath with shower stall, and the third bedroom has 1 Queen bed and 1 Futon bed with ensuite bath with shower stall. brbrThe home comes fully equipped, including 3 window AC units (one in each bedroom), 4 TVs and WiFi! This home is a family favorite!brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 8 PEOPLE TOTAL (adults and children)br* PARKING FOR 3 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbrbr* CONSIDER RENTING 32 OR MORE DAYS AND TAXES WILL BE ELIMINATEDbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental!brbrAs a guest of Kinlin Grover, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!
Bed 1

Bed

Bath 1

Bath

Sleep 8

Sleeps

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$725.48

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Private Vacation Home

Newly Renovated Classic Cape close to everything!

Brewster, Massachusetts, United States

Renovated and newly furnished spacious home centrally located to everything Brewster has to offer. Walkable to Nickerson State Park, Bike Trail, and Blueberry Pond. Five minute ride to Brewster's Cape Cod Bay beaches. Nauset Beach and National Seashore only 15 minutes away. 3 upstairs bedrooms - Master with king, Guestroom with Queen, kids room with bunk beds and 2 additional full beds. Downstairs has two separate living areas - one with a pullout sofa. Spacious yard for outdoor entertaining.brbrAbout the HomebrbrDriving into the neighborhood instantly feels like the start of vacation. The home sits on a quiet horseshoe street lined with beautiful properties and spacious yards that offer wonderful privacy. Kids can safely walk or bike to nearby playgrounds and ponds. Upon arrival, you’ll find a large driveway with ample parking and well-maintained landscaping welcoming you in.brbrStep through the front door and make yourself at home. The first floor features a spacious living room with large, comfortable couches—perfect for family movie nights. Just off the living room is a cozy den/office with plenty of books and board games, a TV, a pullout couch for extra guests, and a desk for those who may need to work while away. The home is equipped with fast Wi-Fi throughout.brbrThe kitchen and dining room are located on the other side of the main floor. The kitchen is fully stocked with everything you may need on vacation, and the dining room includes a large table that seats 8–10 guests (a leaf is available, even though only six chairs are shown in photos). Off the kitchen is a large deck with outdoor dining space, perfect for summer meals and entertaining. The backyard is private and spacious, and the outdoor shower is a favorite feature after beach days.brbrUpstairs you’ll find three bedrooms. The first bedroom on the right is a fun kids’ room with one bunk bed (queen over twin) plus two additional queen beds, along with toys and games and plenty of floor space. The middle bedroom includes a full bed and TV. The primary bedroom features a comfortable king-sized bed. All mattresses are brand new. The home has two full bathrooms: the downstairs bathroom has a shower, and the upstairs bathroom includes both a tub and shower.brbrLinens, towels, beach chairs, and toys are all provided. If there’s something specific you’re thinking of packing (other than clothes), please ask—we likely already have it at the house.brOther things to notebrAbout BrewsterbrbrWe chose this home because it perfectly blends the areas where our family grew up spending summers—Harwich and Eastham. Brewster offers so much to do while still feeling peaceful and secluded.brbrNickerson State Park is just 1.5 miles away and offers miles of walking and biking trails, along with freshwater ponds for kayaking, canoeing, and swimming. The Cape Cod Rail Trail is only two miles from the home, and Ocean Edge Golf Course is a quick two-minute drive. While the golf is private here they offer wonderful restaurants, and year-round events. The Captains Golf Course (ranked top 5 public course on Cape) is open to public and only 4 miles away.brbrBrewster boasts eleven beautiful beaches. First Light Beach, only two miles away, is known for its Cape Cod Bay views and tidal pools. Crosby Landing Beach (2.8 miles) is wonderful for families thanks to its calm waters. Breakwater Beach, about four miles away, is always a favorite for exploring the tidal flats. Brewster is also home to the Cape Cod Museum of Natural History, a great outing for all ages. People also love to travel to Brewster for the most beautiful sunsets on the Cape.
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(44)

$763.0

/ Nightly
Private Vacation Home

Walk to Beach! 3 bedrooms, huge yard, bay views, A/C

Brewster, Massachusetts, United States

Private summer oasis! Set on two private acres with spectacular marsh views and a partial bay view, this home offers a true Cape Cod experience. After a day at the beach, play volleyball or bocce ball in the yard and relax and enjoy the stunning bay view sunsets from either the second floor deck, screened porch, or brick patio. brbrThis classic Cape home offers three bedrooms: one second floor king with bay views and direct access to a deck, three twins with views of the back yard and bay, and one first-floor queen with an adjacent half bath. There is 1 full bath 2 half baths, plus an oversized outdoor shower. Enjoy the charm of a classic Cape home with upgrades such as hardwood floors, central air conditioning, streaming/wifi, and washer/dryer.brbrThe location is a ten-minute scenic, wooded walk through Wing Island's nature trails to a quiet sandy beach nestled between Quivett Creek and Paine’s Creek. It is convenient to the Cape Cod bike trail, freshwater ponds, other Brewster beaches, shops, and restaurants. Guests are welcome to use bikes and beach chairs. Come and make yourself at home!brbrOther amenities include:br- Fully equipped kitchen including dishwasher, newer appliances, Keurig and standard coffee makers, pantry items, and a variety of cookware/dishesbr- Brick patio for outdoor dining/lounging in the back yardbr- Propane grill and oversized outdoor showerbr- Wireless internet, smart TVs with multiple streaming servicesbr- Variety of lawn games and board games/puzzles for all ages br- 2 computer monitors available to work-from-(vacation) home.br- Twin bedroom has blackout shades. Standard crib, toddler beds, and kids/baby gear available!
Bed 3

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Bath 1

Bath

Sleep 7

Sleeps

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$710.45

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Private Vacation Home

Family Friendly Home Near Winslow Landing Association Beach

Brewster, Massachusetts, United States

***NEW TO THE MARKET***Family Friendly Home Near Beach, Shops, Bike Trail and More...brbrThis is a very family friendly property for those looking for a care-free, casual environment with everything needed to create summer memories for years to come. This is such a sought after location within a very short distance to a private association bay side beach at Winslow Landing. And it is an equally short walkable distance to shops, great seafood and ice cream at JT's, a favorite family eating spot after a fun day at the beach. The Cape Cod Rail Trail Bike Trail is only a half mile away via Thad Ellis Road.brbrEnter this home and find a spacious sunroom, living room with television, dining area, a full kitchen, half bath including a laundry area with washer and dryer, and a bedroom with two twin beds.brbrThe second floor offers 5 additional bedrooms and a full bathroom with a combination tub and shower. Two bedrooms have a window air conditioner and the other bedrooms have window fans. brbrThe outdoors has so much to offer. There is an ample deck with two large picnic tables and gas grill for daily BBQ's, and there is an enclosed outdoor shower at the far end. And then you will find so many ways to enjoy this expanded yard with the gazebo, fire pit area with fire wood provided, bench swing, basketball hoop, sand box, hammock and one adult bicycle.brbrBeds: First Floor; Bedroom #1 - 2 Twin Beds. Second Floor; Bedroom #2 - 2 Twin Beds, Bedroom #3 - 1 Queen Bed, Bedroom #4 - 2 Twin Beds, Bedroom #5 - 1 Double Bed, Bedroom #6 - 2 Twin Beds. There is also a child's Pack and Play Portable Crib and high chair available.brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* SUNDAY TO SUNDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 12 PEOPLE TOTAL (adults and children)br* PARKING FOR 4 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbr* Note: No DishwasherbrbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental! brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change. Not available on stays over 28 days.
Bed 6

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Bath 3

Bath

Sleep 12

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$384.78

/ Nightly
Condo

This wonderful Eaton unit features a newly renovated kitchen with new appliances.

Brewster, Massachusetts, United States

Renovated & Comfortably Furnished First Floor Condo in The Villages at Ocean Edge! brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis beautiful property is set to comfortably accommodate 4 people with a dining table plus 2 barstools, a large sofa sectional in the living room, and a colorful patio area with gas grill. The living room is air conditioned, with a large TV. The sofa turns into a bed if needed! A brand new kitchen features all stainless appliances, stocked with all necessities for a rental and beyond (including an automatic ice maker).In the Primary Bedroom you will find a queen size bed with beautifully matching furniture and new A/C system for your comfort, as well as a TV! This bedroom also has its own bathroom. The secondary bedroom contains 2 twin beds as well as a TV and a New A/C system! Air purifiers are provided throughout the condo as an option for guest use. 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 - EA0753
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(109)

$200.23

/ Nightly
Private Vacation Home

Authentic Cape Cod Saltbox - Antique home with modern conveniences

Brewster, Massachusetts, United States

Thank you for visiting our site. Whether you are looking for one week or a few months, we invite you to consider our home. Please note that we accept only full week rentals from mid-June to mid-September, but anything from weekend to long term stays is most welcome during the rest of the year. brbr We are ideally situated, with an approximately 45 minute drive to both Provincetown and to Plymouth. Provincetown is near the site of the first landing of the Mayflower, and Plymouth is the site of the Pilgrims' first settlement. If you are interested in early American history, want to learn more about our country's beginnings, or simply want to see the area, this is the place for you. We are conveniently located for walks at the beach, fishing, golfing, fine dining, or enjoying our beautiful sunsets. And if you decide to stay at home, our yard is peaceful and soothing. brbrOur home, the Elisha Howland Saltbox, provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored 1824 Saltbox with 2 bedrooms and 2 bathrooms. There is a separate rental opportunity on the property for two more guests in the detached cottage, though this is only available to guests in the main house, for an additional fee which is listed below. Our home is available for a minimum of two days to several months from October 1st to June 15th, and we welcome guests 52 weeks/year. During the summer season, we rent by the week. Please note that we do NOT supply bed linens and towels from June 15 to September 15, though we are happy to help you arrange them through a rental service. Please contact us regarding linens if you cannot bring them. brbrOur 1824 home is located in one of the most historic areas of Brewster. Small on size but big on charm, you will see many of the original features, such as the 'ladder' stairs, the old floorboards, the wavy glass windows carefully preserved, and a working replica of the original fireplace. Lovingly brought back to life, this restored antique home truly is a home away from home, complemented with all the modern comforts - fully equipped kitchen, dishwasher, basement washer and dryer, cable TV, DVD player, and wifi. We are open year round and welcome you for a visit, whether it's for a weekend, a week, a month or more. We welcome weekend guests during the winter, spring, and fall, and occasionally can accommodate stays of less than one week during the summer.brbrLocated in a quiet residential area of the Sea Captain's town of Brewster, our home has a spacious yard featuring two flower gardens and a shade garden with a stone patio and sitting area. Adjacent to the patio is a water feature with a gurgling stream, making a lovely spot to sit and enjoy a cup of morning coffee or perhaps a glass of wine at the end of the day.brbrThe detached cottage is a separate rental, which may be rented for additional charge by the week or for a shorter period, with a two night minimum stay. We are delighted to offer this space to our guests who rent the main house, to be used by families who would like to bring a grandparent or two, or by couples who enjoy vacationing together, but also want to respect each other's space. The cottage offers a queen bed, small sitting area with microwave, dorm-style refrigerator, TV, and a full bathroom with shower. There is a screened porch with a patio table for two. The cottage rate is $125/night for a minimum stay of 2 nights, or $750/week during the summer season. Please contact us for off-season per week rates. Daily rates remain the same. Please note that the cottage is not available as a separate and primary rental.
Bed 2

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Bath 2

Bath

Sleep 3

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$890.93

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Private Vacation Home

Steps to Pond, Hot Tub & Game Room!

Brewster, Massachusetts, United States

Summary:brbr18842 - Seas the Stay: Steps to Pond, Hot Tub & Game Room!brbrbrbrThe Space:brbrExperience the enchantment of Cape Cod at Seas the Stay in Brewster, where every day begins and ends with the gentle shimmer of freshwater just steps from your door. brbrbrbrPerfect for up to twelve guests, this dog-friendly five-bedroom, three-bathroom home features a hot tub for unwinding and a ground-floor game room with air hockey, foosball, and shuffleboard, board games and books that await friends and family for endless fun. An extra fridge on the ground floor ensures plenty of space for groceries, especially for larger groups. Spread across three inviting levels, the home offers a King and two twin beds on the first floor, a plush lofted king on the second, and a king bedroom and bunkroom for four on the ground floor—each level with a full bathroom for added convenience. The thoughtfully designed kitchen and deck with an outdoor table set the stage for shared meals and game nights, while the private backyard beckons for outdoor feasts and starlit chats around the crackling fire pit. There is even a private office area should you need to work while away. brbrbrbrYou’ll be nestled in a private oasis, but when adventure calls, spend a sun-soaked afternoon at the nearby pond, where you can paddle around on the provided SUP boards. Refresh in the outdoor shower then take a short drive to local favorites like The Kitchen Cafe, Uncle Pete’s Chowder House, or fine dining at Spinnaker Restaurant. Cape Cod’s iconic rail trail is just minutes away, with museums and oceanside adventures close at hand—so each day can be tailored to your family’s delight.brbrbrbrHere, your only to-do is to fill the home with joy—play, laugh, and savor authentic moments by the water’s edge. Let Seas the Stay beckon you to make memories where simplicity, comfort, and adventure blend seamlessly. Secure your family’s joyous getaway—book your Brewster escape today!brbrbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog)brbr-Sleeps 12brbrBedroomsbrbr-Total 5brbr-Ground Floor Bedroom: 1 King Bed (ensuite, no A/C)brbr-Ground Floor Bedroom: 4 Twin Beds (2 Sets of Bunks, no A/C)brbr-1st Floor Bedroom: 1 King Bedbrbr-1st Floor Bedroom: 2 Twin Bedsbrbr-2nd Floor Bedroom: 1 King Bed (Ensuite)brbrBathroomsbrbr-Total 3brbr-Ground Floor: Shower/Tub Combo (Ensuite w/ King Bedroom)brbr-1st Floor: Shower/Tub Combobrbr-2nd Floor: Shower (Ensuite w/ King Bedroom)brbrOther Amenities brbr-Central A/C (The open-layout basement is not directly connected to the system but remains comfortably cool)brbr-Game Roombrbr-Ping Pong Tablebrbr-Foosball Tablebrbr-Shuffleboard Tablebrbr-WiFibrbr-Smart TV brbr-Streaming Servicebrbr-Washer/Dryer brbr-Propane Grillbrbr-Fire pit (wood)brbr-Outdoor Showerbrbr-Hot Tub brbr-Water Sports (Paddle board, Kayaks (2), Life Vests)brbr-Indoor Fireplaces are not for guest use (fines remitted) brbr-Beach chairs (6) brbr-Please note outdoor amenities are available seasonallybrbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbrbr-Cleaned with Hospital Grade Disinfectantbrbr-Parking for 4 cars maximumbrbr-C0561120410
Bed 5

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Bath 3

Bath

Sleep 12

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$554.61

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Condo

Relax and enjoy the fine residence in beautiful Sea Pines on Cape Cod Bay!

Brewster, Massachusetts, United States

Relax and Enjoy the Finer Things in this Picturesque 2.5 Bedroom, 2 Bath Residence in Beautiful Sea Pines!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrWelcome to Sea Pines—where coastal charm meets resort-style amenities. This inviting 2.5-bedroom, 2-bath home offers comfort, convenience, and an unbeatable location just steps from everything that makes Brewster special.brbrSea Pines provides a range of amenities for your enjoyment, including a fully renovated community room, fitness center, two tennis courts, pickleball, a playground, and an in-ground pool located very close to the unit. (Please note: Tennis, pickleball, and the exercise room require reservations.)brbrTake a short 0.1-mile stroll to the association's breathtaking 1,100-ft private beach, where you can savor panoramic views of the famous Brewster Flats and unforgettable Cape Cod sunsets. You'll also be close to local shops, the Cape Cod Rail Trail, and favorite restaurants along scenic Route 6A.brPlease note: Sea Pines Association does not allow guests to bring pets.brbrRental Requirements:brMinimum of 30 consecutive days is required per the Sea Pines Homeowners Association—no exceptions.brBook 31+ nights to avoid lodging tax.brTo reserve, please call 508-896-1222.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.brbrNote: Saturday-to-Saturday stays only.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 - BR0754
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

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$449.72

/ Nightly
Condo

Spacious, Renovated Townhouse With Elegant Nautical Décor and Easy Straight Staircase!

Brewster, Massachusetts, United States

Nautically Inspired Ocean Edge Townhome with New Furniture, Upscale Décor, and Pool Access! (Fees Apply)brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis spacious, renovated Howland Village townhouse is beautifully decorated with nautical-inspired décor and features a straight staircase. New Pergo flooring runs throughout the home, creating a bright and modern feel.brbrThe first-floor primary bedroom offers a queen bed, a spacious closet, full bath, and A/C for your comfort. Upstairs, the loft features a brand-new sleeper sofa, ceiling fan, and A/C, while the second bedroom includes two twin beds, a TV, and A/C as well.brThe fully renovated kitchen is equipped with new cabinets, granite countertops, and white appliances. The living room boasts a flat-screen TV with DVD player, gas fireplace, and brand-new décor, including built-in shelving, offering an absolutely first-class ambiance. Sliding doors from the living room lead to a patio furnished with a table, chairs, and a Weber grill—perfect for outdoor dining.brbrAdditional amenities include a washer/dryer, Keurig coffee maker, WIFI, and three split-system A/C units for year-round comfort.brbrA-Style, Renovated, Straight Staircase, 3 split system A/C units.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 provided. (Beds Made!)br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - HO0726
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(18)

$405.7

/ Nightly
Private Vacation Home

Huge Deck Outdoor Shower Dog Friendly!

Brewster, Massachusetts, United States

Summary:brbr18803 - Kat's Place: Huge Deck Outdoor Shower Dog Friendly!brbrbrbrThe Space:brbrThis charming Cape Cod home, located minutes from several Brewster bayside beaches, is the perfect place to bring the whole family for your next vacation! brbrSituated in a quiet neighborhood on the desirable bayside, this vacation home is just 3 minutes from Paine’s Creek, 3 minutes from Saint’s Landing, and 4 minutes from Robbins Hill Beach (Mants Landing). Take a stroll down the street in this beautiful area of Brewster to a variety of places, including The Cape House, Luke’s Liquor, Dunkin’ Donuts, Cape Cod Museum of Natural History, and a variety of lovely shops. brbrReturn home from your activities and relax with a cocktail on the huge deck in our private back yard (plenty of seating for everyone), or let the hammock rock you to sleep. This home can sleep 8 guests in four bedrooms, two upstairs and two downstairs. The primary bedroom on the first floor has a king bed and across the hall is a twin w/trundle next to a full bathroom. Each of the second floor bedrooms has two twin beds. brbrOther features include a large outdoor shower, gas grill, full kitchen, TV, WiFi, washer/dryer, and central AC. This vacation rental has everything your family will need to have an amazing vacation, and is also pet friendly - so bring the dog along too!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 FloorsbrBedroomsbr-Total 4br-1st Floor Primary Bedroom: 1 King Bedbr-1st Floor Bedroom: 1 Twin Bed w/ Trundle (2 Twins)br-2nd Floor Bedroom: 2 Twin Bedsbr-2nd Floor Bedroom: 2 Twin BedsbrBathroomsbr-Total 1br-1st Floor: Full Bathroom w/ Shower/Tub combobrOther Amenitiesbr-Central A/Cbr-TVbr-WiFibr-Washer/Dryerbr-Outdoor Showerbr-Large Private Yardbr-Huge Deck w/ Furniturebr-Gas Grillbr-Minutes From Bayside Beachesbr-Linens and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0405190410brbrbrbrThe Neighborhood:brbrBayside
Bed 4

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Bath 1

Bath

Sleep 8

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Exceptional(22)

$550.85

/ Nightly
Private Vacation Home

Hot Tub 1 Mile to Swimming on Long Pond!

Brewster, Massachusetts, United States

Summary:brbr18809 - Brewster Break: Hot Tub 1 Mile to Swimming on Long Pond!brbrbrbrThe Space:brbrThis home has been fully updated, and feels brand new inside; a large open living room and dining area greets you as you walk in, and high ceilings and plenty of light make this the perfect spacious beach house. Shiplap walls and tasteful nautical decor will have you feeling “vacation mode” right away!brbrThis amazing new kitchen with updated appliances is an ideal place to prepare a family vacation feast. The left side of the first floor offers two bedrooms, one with a queen bed, and ensuite half bathroom, and the other, a perfect kids room, with a bunk bed consisting of a full on the bottom and twin on top, plus another twin trundle and separate twin single. A full bathroom rounds out the first floor, and upstairs you’ll discover a private master suite, which is the only room on this floor. The upstairs master bedroom also has a full en suite bathroom. In the basement, there is a game room with a pool/ping pong table, and a perfect space for a movie night, with a large flatscreen TV and a massive comfy sofa to cozy up on.brbrOutside the home, a large backyard with a deck, outdoor shower, and grill make this a perfect place to relax after a fun beach day, or a day exploring the Cape. Nearby, you’ll find Cahoon Pond Beach, a perfect spot to take a dip in pristine Long Pond. Head north just a few minutes and you’ll arrive at the downtown area of Brewster, which has many restaurants and shops. Grab some seafood at the Brewster Fish house, or some tacos at Guapos Tortilla shack. Just beyond this area lies Breakwater Beach, where you can be sure to catch one of the best sunsets of your life. Whether it’s the spacious updated interior filled with sun, or the amazing location close to great restaurants and beaches, this home is sure to become your next go-to spot for a spectacular family trip!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 FloorsbrBedroomsbr-Total 3br-1st Floor Bedroom: 1 Queen Bed w/ en suite Half Bathroombr-1st Floor Bedroom: 1 Bunk Bed (Twin over Full w/ Twin Trundle), 1 Twin Bed (total 3 Twins & 1 Full)br-2nd Floor Master Bedroom: 1 King Bed w/ en suite Full BathroombrBathroomsbr-Total: 2br-1st Floor: 1/2 Bath (en suite Queen Bedroom)br-1st Floor: Full Bath w Tub/Shower Combobr-2nd Floor: Full Bath w/ Shower (en suite King Bedroom)brOther Amenities br-Mini-Split A/C Systembr-Smart TVbr-WiFibr-Washer/Dryer br-Gas Grillbr-Deck w/ Furniturebr-Private Yardbr​​​​​​​-Hot Tubbr-Outdoor Showerbr-Game Room w/ Pool & Ping Pongbr-Finished Basement w/ Sectional & Large Flatscreen TV, Peloton, & Weightsbr-1 Mile to Swimming at Long Pondbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0422050410brbrbrbrThe Neighborhood:brbrBayside
Bed 3

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Bath 2

Bath

Sleep 8

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$807.1

/ Nightly
Private Vacation Home

Tranquil home close to Bay beaches and historic downtown Brewster. Gazebo and outdoor shower!

Brewster, Massachusetts, United States

Tranquil 3BD Bayside Oasis with Gazebo, Water Fountain and Outdoor Shower - Close to Beach! Sleeps 10! brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis beautiful, Accessible 3 bedroom home sleeps 10 and is located in a quiet neighborhood. Highlights include a large modern kitchen, fully-finished basement with an office and family room, and garage parking. Features a backyard oasis designed with tranquility in mind! This property offers 3 bedrooms, 3 full baths, an enclosed outdoor shower, and a wonderfully spacious basement complete with a home office, full bath, and family room for relaxing or watching the big game! Central A/C throughout. Located an easy walk to King's Grant private beach and access to Myrick's Pond. Weather is not an issue with this home's backup power generator. brbrThere are many wonderful things to do in Brewster, enjoy the Cape Cod Rail Trail, and countless miles for biking and walking. Bike rentals are available in Brewster.brExplore the famous Brewster Flats at low tide.brEnjoy magnificent sunsets over Cape Cod Bay. Make sure to visit Nickerson State Park with hiking trails and two kettle ponds with kayak and paddle board rentals.brPublic 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. brbrBrewster is famous for the Brewster Flats, a phenomenon created by the ebb and flow of the daily tides when the waters recede out of Cape Cod Bay over 1 mile to reveal sandbars, clam beds and tidal pools teeming with sea life. To experience this at least once a day, visit one of Brewster's beaches. From east to west these are: Crosby Landing, Linnell Landing, Ellis Landing, Breakwater Beach, Saint's Landing, Mantes Landing and Paine's Creek.brbr***Note: A minimum stay of 14 days or longer is required for this property.***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 ACTIVITIES:brYour stay includes up to $597 per week in complimentary activities (subject to season offer valid for stays up to 27 nights or less). Just by booking with us, you ll receive free tickets every day of your stay to top activities like: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-Pet Considered. (Pet Fee May Apply).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 - BR0785
Bed 3

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Bath 3

Bath

Sleep 12

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Exceptional(3)

$1191.23

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Private Vacation Home

Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf

Brewster, Massachusetts, United States

Brand new listing at Ocean Edge in The Villages! Recently purchased and renovated, this standalone home is located at the end of a lovely cul-de-sac with backyard patio, resort amenities and direct access to the Cape Cod Rail Trail. The house is located at the end of Allerton Lane. brbrThis property has a perfect 5 star rating on ABnb on 16 reviews.brbrThe home has large loft ceilings, a fully equipped kitchen, two bathrooms, two primary bedrooms, plus a large loft area that sleeps 4. The unit was recently renovated and has all new furnishings. Up and down A/C units, washer/dryer, patio dining and grill, lawn and family games. brbrUNIQUE ACCESS TO OCEAN EDGE AMENITIES -brHomeowners are full privileged members at Ocean Edge. As guests of this home, renters can receive full-access to the Ocean Edge resorts and amenities for a small add-on fee ($70 per week for adults, $30 per week for kids...Day passes are also available for $20 and $10 repsectively).brbrAmenities include:br- 2 fantastic Pools with hot tubs (Arbor and Fletcher)br- Golf at the Private Ocean Edge course (Jack Nicklaus design)br- Cardio Centerbr- Pickleball - 10 courtsbr- Tennis - 10 courtsbr- Daily kids activities in the summerbr- Yoga brAnd Much more.brbrBAY PINES: Ocean Edge Private BeachbrSponsored Guests do not have use of the Ocean Edge Private Beach. However, the beach adjacent to the private beach is open to the public and allows for coolers and outside food (unlike the Ocean Edge Beach). Please ask for additional details/directions if interested.brbrThe following Brewster beaches are open to the public:br1. Breakwater Landingbr2. Breakwater (Upper) Beachbr3. Crosby Landingbr4. Ellis Landing (Beach next to Ocean Edge Private Beach)br5. Linnell Landingbr6. Mant’s Landingbr7. Paine’s Creek Beachbr8. Point of Rocks Beachbr9. Saint’s Landingbr10. Spruce Hill Conservation Areabr
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(8)

$942.94

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Private Vacation Home

Private In-Ground Pool and Central AC!

Brewster, Massachusetts, United States

Summary:brbr18820 - Poolside Pause: Private In-Ground Pool and Central AC!brbrbrbrThe Space:brbrLocated in Brewster is Poolside Pause, featuring a spacious layout and heated in ground pool. This home is beautifully updated with plenty of space for the whole family! Entering through the side entrance you will immediately notice the large kitchen with center island and separate sidebar area. Whether you are artfully preparing the perfect vacation dinner or crafting the ideal cocktail to enjoy on the back deck you will have plenty of room to do either (or both!). brbrA king bedroom with an en suite full bathroom is located off the kitchen. Also on the main floor is the dining area, a family room with TV and half bathroom and a separate front living room with a sitting area. A washer and dryer are located in a closet directly off the kitchen.brbrAt the top of the stairs you will find two side by side full bathrooms with shower/tub combos which will certainly make getting ready to go vacation adventuring easier (and quicker!). There are four bedrooms upstairs–two with king beds, one with two twin beds and one with a twin bed/full bed bunk bed which the kids will love!brbrIn the back of the house is the full, heated, in-ground pool which is certain to be a favorite of the children and adults. Relax in the sun on the stone patio next to the pool or jump right in to cool down. What is better than a quick dip in the pool after a long hot day spent on the beach brbrWhatever your vacation plans include Brewster is an amazing vacation destination because it truly offers the opportunity to create your own adventure. Spend your day playing a round of Golf at nearby Captains Golf Course, soak up the sun and go for a swim at one of Brewster’s many Cape Cod Bay beaches or several ponds, go shopping along Route 6A or go exploring in nature at Nickerson State Park. brbrWhether you decide to go out and explore all the town has to offer or choose to relax in the sun next to the pool all week, we know you will be pleased when you decided to book Poolside Pause for your next vacation!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10br-2 FloorsbrBedroomsbr-Total 5br-1st Floor Master Bedroom: 1 King Bed w/ en suite full bathroombr-2nd Floor Bedroom: 1 King Bedbr-2nd Floor Bedroom: 1 King Bedbr-2nd Floor Bedroom: 2 Twin Bedsbr-2nd Floor Bedroom: 1 Twin Bed & 1 Full Bed (Bunk Bed Twin over Full)brBathroomsbr-1st Floor: Half Bathroombr-1st Floor: Full Bathroom w/ Shower (en suite King Bedroom)br-2nd Floor: Full Bathroom w/ Shower/Tub combobr-2nd Floor: Full Bathroom w/ Shower/Tub combobrOther Amenities br-Central AC (new for summer 2026)br-WiFibr-Smart TVbr-Washer/Dryer br-Gas Grill br-Deck with Furniturebr-Private Yardbr-Heated Private Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)br-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0587770410brbrbrbrThe Neighborhood:brbrGeneral
Bed 5

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Bath 3

Bath

Sleep 10

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$729.33

/ Nightly
Condo

Luxurious Susanna Patio Home in Ocean Edge, that has all the bells and Whistles!

Brewster, Massachusetts, United States

Luxurious Freestanding Patio Home on the Golf Course at Ocean Edge!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis exceptional end-unit patio home on Susanna Drive at Ocean Edge Resort offers an additional 500 sq. ft. of living space on the second floor, combining luxury, comfort, and convenience. Situated on the 15th tee of the Jack Nicklaus-designed golf course and just a short stroll to Route 6A, this freestanding home has it all.brbrEnjoy modern amenities including central AC, a gas fireplace, radiant heat in both bathrooms, new carpeting in the downstairs bedrooms, Pergo floors in the living room, and maple hardwood upstairs. The completely renovated kitchen features new appliances and a full-size washer/dryer. Other highlights include a tankless gas hot water heater, expanded patio, all-new windows and doors, digital thermostats, renovated bathrooms, mounted flat-screen TVs, and a whole-house generator—everything you need for a memorable Cape Cod vacation.brbrSleeping accommodations include queen-size beds in both the primary and secondary bedrooms, with the primary offering an ensuite bath. An enclosed lofted area provides two full-size beds and a cozy living space, perfect for family or guests.brbrThis home truly combines comfort, style, and functionality—an ideal retreat for your Cape Cod getaway.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 provided. (Beds Made!)br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, & e-Check. brbrLeighton Rentals - SU0762
Bed 2

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Bath 2

Bath

Sleep 6

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