Home Vacation Rentals By Owner In Brewster, MA

Showing 300 Of 331 Vacation Rentals
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$348.18

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Private Vacation Home

Cape Cod Rail Trail Quiet Cul-de-Sac

Brewster, Massachusetts, United States

Clean and Comfortable Home Located on a Quiet Cul-de-Sac abutting Cape Cod Rail Trail. Newly refurbished bathrooms for 2026 with photos to follow.brbrbr* * * * See end of this description for information about free included activities, cancellation/refund policy * * * *brbrLocated just off Millstone Road, off the Historic Cranberry Highway (6A), this home in the heart of Brewster gives you easy access to all the Cape has to offer! brStroll, bike or meander along Cape Cod's Historic Cape cod Rail Trail just a stones through from this budget friendly vacation rental. brbrIt's proximity to Historic 6A's with its newly paved sidewalks on Main Street, allow for you to enjoy some of the local Brewster favorites such as JTs Seafood & Ice-cream, The Brewster General Store, the Brewster Coffee Shop, Brewster Ice Cream, the Woodshed and more! Not to mention all Brewster beaches are just a short drive away, with Crosby Landing beach approximately only 6 minutes away!brbrThis three bedroom, two bath home offers a spacious living room, fully equipped kitchen with dining area and sliders to an inviting deck- the perfect spot to relax and have a morning coffee or after a day on the bay! brbrThe main floor consists of a primary bedroom suite with a queen sized bed, with an en-suite bathroom and a two other bedrooms with two twin beds each and a shared bathroom in the hall. brbrBedroom #1: 1 Queen Bed, Bedroom #2: 2 Twin Beds, Bedroom #3: 2 Twin Bedsbrbr* 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: 6 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 ELIMINATEDbrbrbr****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.brbrClick 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!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 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 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.
Bed 3

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Bath 2

Bath

Sleep 6

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$523.86

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Condo

Full Month Rental with Beach, Pool and Tennis

Brewster, Massachusetts, United States

***JUST LISTED***MONTHLY RENTAL - RENT 32 DAYS AND PAY NO TAXES***JULY 6/29/26-7/31/26***AUGUST 8/01/26-9/02/26 ***OTHER DATES NEGOTIABLE*** brbrWonderful opportunity to rent an entire month or two this summer, July and August available. Condo association rules requires renting 31 days or more and no pets are allowed. But if you love the beach, tennis, a swimming pool and hot tub, this rental has it all. Please note: this is the first year of listing on the Kinlin Grover Compass website and thus there are no reviews. This condo has received nothing but 5 star reviews when it was listed on VRBO for several years.brbrThis one floor living condo offers a beautifully renovated, eat-in kitchen with all new appliances, a spacious open living and dining room with vaulted ceilings and grand windows and skylights to let in an abundance of light. There is a master bedroom with king bed and an ensuite master bathroom with a large, custom walk-in shower. There are two guest bedrooms, one with a full and twin bed and the other with a queen bed. Stay cool with central air conditioning. And enjoy a nice barbeque on the back deck with gas grill and dining set, or the shade of the screened porch off the dining area.brbrThere are two tennis courts and a swimming pool just steps away from this condo. And it is a short walk by the gazebo to the path which leads to the beach house, and the association stairs to the beach, which is approximately 300-400 steps from the condo. There is a shed by the beach with beach chairs. brbrLocated under a mile from the famous Brewster Store, 1.8 miles from the Lemon Tree Shops, and 1.9 miles from the Museum of Natural History. brbr* Additional fees: $250 cleaning fee, $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* 31+ DAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 7 PEOPLE TOTAL (adults and children)br* PARKING FOR 2 VEHICLES - 1 Designated Space and 1 on Street br* SHEETS AND TOWELS ARE INCLUDEDbrbrKGC - BBREWbrbr**** 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 3

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Bath 2

Bath

Sleep 7

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Exceptional(1)

$1399.29

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Private Vacation Home

Peak Aug Weeks still avail! Sat-Sat. Brewster Farmhouse Retreat on Seymour Pond

Brewster, Massachusetts, United States

Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is nestled on the edge of tranquil Seymour Pond in the heart of Brewster, Massachusetts. Surrounded by lush gardens, panoramic views, and the charm of Cape Cod’s natural beauty, our home offers an idyllic retreat for families, friends, or couples seeking peace, adventure, and unforgettable memories. Open main level layout with formal dining area, great room with natural stone fireplace, modern kitchen, and relaxing family room with large wall mount tv. Stunning views from the upper and lower decks. Enjoy morning coffee to the chorus of birdsong, or a glass of wine while the sun sets over the lake. Meander down the hill to our private boat house and beach for a swim in the lake (no motorized watercraft are allowed). Play lawn bocci around the beautfully landscaped yard. Relax and rinse off the day's sand in our private outdoor shower! brEasy walk to the bike paths and the Cape Cod rail trail, a short drive to hiking trails of the Punkhorn Nature Reserve and Nickerson State Park, and just 10 minutes from the beaches. brbrNote - Our home has been a vacation rental for several years now. We had fantastic reviews from all of our guests, but when we switched management companies this year, we had to recreate our profile on VRBO and lost all of our amazing reviews!brbrCancellation policy; For bookings made less than 90 days from check-in, no refunds allowed. For bookings made more than 90 days from check-in, full refunds are allowed as long as reservation is cancelled at least 90 days from check-in, less a non-refundable reservation fee of $125.brbrPlease note, no linens or towels are provided, so either plan to bring your own sheets/towels or utilize one of the many linen rental services (like capelinenrentals.com). Also, please be aware that the owners may be staying in the ADU at the property during your stay and tending to landscaping, veggie farm across the road. If any questions/concerns come up during your stay, please feel free to ask!brbrDuring Peak Season (July-August), bookings can only be made for 7 night, Saturday-Saturday stays.br
Bed 5

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Bath 4

Bath

Sleep 10

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$614.25

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Condo

NEW for 2026 - Endicott 3BR 3BA End-Unit Steps from the Arbor Pool!

Brewster, Massachusetts, United States

NEW for 2026 - Endicott 3BR 3BA End-Unit Steps from the Arbor Pool!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *br​​​​​​​brEscape to the heart of Cape Cod with a stay at Endicott Lane, a premier end-unit villa located within the prestigious Endicott Village at Ocean Edge Resort. This sprawling 1,600-square-foot retreat offers a bright, and a private deck with tranquil views of the 9th green. Perfect for families or groups, the home boasts three spacious bedrooms, three bathrooms, and a fully equipped kitchen with granite countertops and stainless steel appliances. Whether you re enjoying your morning coffee on the deck or relaxing in the air-conditioned living area after a day at the beach, this villa provides the perfect blend of coastal charm and modern convenience.brbrWhat truly sets this rental apart is the included Sports Membership, granting you exclusive access to the resort s most sought-after amenities. As our guest, you can spend your days cooling off in any of the Villages swimming pools, staying active at the Fletcher Cardio Center, or practicing your serve on the resort s tennis and pickleball courts. brbrBeyond the resort gates, you are perfectly positioned to explore the best of Brewster. Hop on the Cape Cod Rail Trail for a scenic bike ride, explore the unique shops along Route 6A, or head to the famous Brewster Flats at low tide for a quintessential Cape Cod experience. With high-speed Wi-Fi, an in-unit washer and dryer, and a location just steps from the Arbor Pool, this unit offers everything you need for an unforgettable coastal 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 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:brGuests 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. Tennis 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, towels provided and beds made!br * Travel Insurance is available upon request.br * Payment accepted via Visa, Mastercard, American Express, e-Check.
Bed 3

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Bath 3

Bath

Sleep 7

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Exceptional(8)

$329.46

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Private Vacation Home

Brewster 3 Bedroom getaway with plenty of green space!

Brewster, Massachusetts, United States

Welcome to our beautiful 3 bedroom, 1 bath vacation house with a sunroom, deck, and all the amenities you need for a comfortable and memorable stay. We do offer linens but no washer and dryer. brbrAs you enter the house, you will be greeted by the kitchen which is fully equipped with modern appliances and everything you need to cook a delicious meal for your family and friends. We offer a Keurig, traditional coffee maker, Fizzics beer system, crockpot, and so much more. The dining area is adjacent to the kitchen, with a dining table and chairs for 4-6 guests. Everyone who walks into the kitchen always says, “Ahhhh I love it.”brbrWe offer a cozy living room with plenty of comfortable seating for you and your guests. The living room is equipped with a flat-screen TV, Roku, and a DVD player, so you can catch up on your favorite shows and movies after a long day of exploring.brbrThe three bedrooms are tastefully decorated with comfortable beds and linens, ensuring a restful night's sleep. Two of the bedrooms have a queen-size bed, while the other bedroom has two twin-size beds. All the bedrooms have ample closet space and storage for your belongings. The rooms are very spacious with enough room to accommodate you and your guests. The master bedroom has an Amazon TV. brbrThe sunroom is a perfect spot to relax and read a book or just take in the beautiful views of the large backyard. The deck is also a great place to unwind and soak up the sun while enjoying a cup of coffee or a glass of wine. This room overlooks the deck and has a walkout slider for easy access to the backyard. Speaking of the backyard, it boasts plenty of space for Fido and the kids to run around. The backyard is not fenced in so bring a long leash for Fido. Also, as part of the backyard, we have outdoor seating, lighting, and a propane BBQ grill for guests to use. We also have a propane fire pit for those cozy evenings around the fire. brbrThe bathroom has a shower, a bathtub, and all the necessary towels you just bring your toiletries.brbrOther amenities include high-speed internet, air conditioning, and heating. We currently don’t have washer and dryer access on the property but the local laundromat is only 10 mins away. brbrOur vacation house is conveniently located near popular tourist attractions, restaurants, and grocery stores. We are 3 mins from The Captains Golf Course, 5 Mins from the National Golf course, and 6 Mins from The Ocean Edge golf course. The nearest grocery store is 6 mins away and the liquor store is 2 mins away. We strive to provide our guests with an exceptional experience and make sure you have everything you need to enjoy your stay.brbrWe can't wait to welcome you to our beautiful vacation house!br
Bed 3

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Bath 1

Bath

Sleep 8

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Exceptional(12)

$949.5

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Private Vacation Home

Steps to Freshwater Beach Kayaks Sauna!

Brewster, Massachusetts, United States

Summary:brbr18811 - Pond Launch: Steps to Freshwater Beach Kayaks Sauna!brbrbrbrThe Space:brbrJust before you turn the corner into the driveway, you’ll see the pristine Sheep Pond, perhaps one of the best bodies of freshwater on Cape Cod. The water is clear and clean, and fish are abundant, hence the name of the beach area - Fisherman’s landing. The sunsets here are amazing too, and the home is just steps away from this picturesque pond beach. The home itself is perched on a small grassy plateau, with a beautiful flat yard with fire pit and seating, and plenty of outdoor space that feels remote and private. If you're a dog lover, bring two furry friends along to enjoy the great yard this home has.br br Inside the home, you’ll be greeted by the warmth of wood walls, bright open space, and a modern beach cottage/log cabin vibe that is perfect for the location; it feels like a vacation as soon as you enter. The property has two structures, very close together. In the main house an expansive kitchen and dining area connect to an equally large living space, which provides plenty of space for relaxation, as well as space to prepare delicious meals in the fully updated kitchen. The living area opens up to a large deck, providing options for outdoor living. This floor features the master bedroom, with a king size bed, and full ensuite bathroom. At the other end of the first floor is another bedroom with a queen bed. Downstairs, things get more casual, with a large playroom for the kids with foosball and movie area, and a sauna for adults to relax and unwind after a hard day of vacationing. In addition to the shared spaces downstairs, there are also two additional bedrooms, one with two twin beds and a queen bed, and another with three twin beds. The detached structure of the home offers an in-law suite, which has its own full eat-in kitchen, full bathroom, and a studio style living/bedroom area with a king bed. The detached studio also has its own deck, offering more private outdoor space.brbrWe provide two kayaks for you and your guests to use, along with portage carts for easy transportation. While the location beside Sheep Pond is amazing, don’t forget that just a few miles down the road is Breakwater Beach, with unbelievable sunsets, and tidal ebbs that leave miles of beach to explore. Just before the beach, is Brewsters Downtown strip, where driving along you’ll find many good spots to eat, like The Brewster Fish house, Guapo’s, or the Island Blue Crab. Whether you are spending time on site next to Sheep Pond, or adventuring across the Cape, this home offers an amazing place to rest and relax, and experience the beauty of Cape Cod!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 11br-2 Floorsbr-1st Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroombr-1st Floor Bedroom #2: 1 Queen Bedbr-Ground Floor Bedroom #1: 1 Queen Bed & 2 Twin Bedsbr-Ground Floor Bedroom #2: 3 Twin Bedsbr-Detached Studio Bedroom: 1 Queen Bedbr-A/C in All Bedrooms (mini-splits & wall units)br-WiFibr-Cable TVbr-Washer/Dryer br-Gas Grillbr-Fire Pitbr-Deck w/ Furniturebr-Private Yardbr-Walk to Sheep Pondbr​​​​​​​-Outdoor Showerbr-Kids Playroom w/ Foosball Table (supervision required)br-Sauna (adult use only)br-2 Kayaks w/ Oars & Portage Cartsbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0068110410brbrbrbrThe Neighborhood:brbrBayside
Bed 5

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Bath 3

Bath

Sleep 11

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$457.8

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Condo

2-bedroom condo at Ocean Edge with AC and comfort; Pool Access Available

Brewster, Massachusetts, United States

Escape to Cape Cod at this adorable condo in picturesque Ocean Edge in Brewster. With two bedrooms featuring a queen bed, a bunk bed, and a twin bed, this condo is perfect for families and provides guests plenty of space to relax. Two full bathrooms make getting ready easy for everyone. This second floor unit in Eaton Village is centrally located between two of the largest pools at the resort. The condo has a full kitchen, washer and dryer, private balcony, heat and AC (wall unit), and high speed WIFI. Whether you’re unwinding after a day of exploring or enjoying a quiet morning inside, this serene space offers a peaceful retreat. Cleaning fee is included.brbrWith this rental, you have the opportunity to purchase sponsored guest passes offering access to many of the great amenities Ocean Edge has to offer (Arbor and Fletcher Pools, Fletcher Cardio Center, and all activities listed in the Ocean Edge Activity Guide). Weekly passes must be purchased SEPARATELY from the rental ($96 per adult, $48 per child). Please contact the owner for additional information.brbrComplimentary shuttle service is offered from Ocean Edge to nearby Crosby Landing Beach, a short drive away. Kayak and Paddle Board rentals are available at Blueberry Pond.brbrLinens and bath towels are included. Guests should bring their own toiletries (soap, shampoo, etc.)
Bed 2

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Bath 2

Bath

Sleep 5

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Exceptional(34)

$1495.74

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Private Vacation Home

Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access

Brewster, Massachusetts, United States

FEATURED IN THE CAPE & ISLANDS HOME MAGAZINE- A stunning nautically themed waterfront estate overlooking Long Pond, with views as far as the eye can see! With 6,000 square feet of living space spanning three levels, this home manages to be both grand and comfortable. The open floor plan provides light filled rooms on the main level, exceptional upscale furnishings throughout, high ceilings, great details, multiple fireplaces, full chef's kitchen, and finished lower level family room are just the beginning to this elegant home. Boasting tons of amenities throughout including central air for comfort and WIFI for convenience. The first floor master bedroom suite features sweeping views of Long Pond, his and her closets and bathroom with jetted tub. The second level offers four additional sleeping quarters with two full baths to accommodate guests. The finished basement includes a large family room for movies and games, billiards and ping-pong table as well as a private bedroom suite and full bath. Play croquet on the front lawn or make the most of your summer evenings out on the deck or screened in porch area- perfect for entertaining! Bring your motor boat! There is a dock with a mooring where you can also swim in Long Pond, or relax at private Sheep Pond Beach. Add fun to your vacation with 2 kayaks, a SUP, bikes, beach chairs, games, puzzles and so much more. Bring your Pickleball paddles and balls to have fun on the official pickleball lines painted in the driveway with removable net!! Centrally located and a short drive to Cape Cod Bay beaches or Chatham. This home leaves little to be desired. Two Weber grills. Linens, bath towels and beach towels included. brStrict no-pet policy. No weddings or large parties.
Bed 6

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Bath 4

Bath

Sleep 16

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Exceptional(1)

$550.4

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Private Vacation Home

Short Walk to Paines Creek Association Beach!

Brewster, Massachusetts, United States

Minutes to Paine's Creek Beach! brbrThis is cape style 4 bedroom, 2 bath home overlooks a salt marsh and boasts views of Cape Cod Bay. There is A/C in the Living Room and all 4 bedrooms, wireless internet, washer/dryer, living room, a fully equipped eat-in kitchen with new cabinet and dishwasher, large private backyard (now with a new outdoor shower) with a platform deck to sit and enjoy the sunset. There is no TV in the living room but Bedroom #3 is used as a TV viewing area. brbrFirst Floor: Bedroom #1 - 1 Full (with TV, A/C, and a crib in room), Bedroom #2 - 2 Twins (with TV and A/C); Second Floor: Bedroom #3 - (used as TV viewing area) - 1 Full bed and full size sleep sofa (TV and A/C), Bedroom #4 - 1 Queen brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); 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 informationbr* CONSIDER RENTING 32 OR MORE DAYS AND TAXES WILL BE ELIMINATEDbrbr****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!br*For stays under 28 nights onlybrbr**** 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

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Bath 2

Bath

Sleep 8

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Exceptional(2)

$693.81

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Condo

Ocean Edge Mansion side

Brewster, Massachusetts, United States

Mansion Side Beachfront Rental with Resort Amenities Includedbr**Minimum 1-2 Week Rental Required (and you'll wish you could stay longer)**Call if you are interested in a 7-14 day stay**brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrFind out why this mansion side rental is so desirable and so unique. Not only will you enjoy incredible water views, sandy beaches, and comfortable furnishings, but you will have access to Ocean Edge amenities such as tennis courts, members only swimming pool, fine restaurants, beach bar, and several lawn activities to make your stay very memorable. brbrThe first floor of this fine rental includes a wonderful open area with a well-equipped kitchen and breakfast bar, spacious dining area and living room with attached deck for outdoor barbeques and intimate conversations while soaking in the scenic surroundings. The first floor also offers full bathroom and a primary bedroom with king size bed and ensuite bathroom.brbrThe second floor has an additional full bathroom with custom shower and two additional bedrooms; one with two twin beds and one with a King bed and awesome views of Cape Cod Bay from the private deck. brbrSome other amenities to brag about are central air conditioning, sheets and towels including beach towels, and WiFi boosters to ensure there is strong signal even in the upper and lower reaches of the interior. brbrThis special property also has a supply of beach chairs, umbrellas and toys at your disposal and room to store your bikes or kayak in the garage. brbrBeds: First Floor: Bedroom #1 - 1 King; Second Floor: Bedroom #2 - 2 Twins, Bedroom #3 - 1 KingbrbrOther Nearby Attractions and Beaches:br- Linnell Landing Beach: Just a 6-minute drive away (approximately 1.3 miles), this beach offers stunning views of Cape Cod Bay, perfect for a relaxing day by the water.br- Crosby Landing Beach: Approximately 6 minutes from the condo (about 1.9 miles), enjoy expansive sand flats ideal for beachcombing and sunbathing.br- Breakwater Beach: About a 7-minute drive (around 2.5 miles), this family-friendly beach is known for its gentle surf and scenic views, great for swimming and picnicking.br- Nickerson State Park: Only 5 minutes away (approximately 1.6 miles), the park offers hiking and biking trails, kettle ponds, and camping opportunities in a beautiful natural setting.br- Cape Cod Museum Of Natural History: Located around 9 minutes by car (about 4 miles), explore fascinating exhibits on natural history and enjoy peaceful walking trails.br- Cape Cod Rail Trail: A short bike/drive will take you to this 22-mile paved trail, perfect for biking through scenic landscapes.br- Cape Cod National Seashore: Approximately a 25-minute drive (about 15 miles), visit stunning beaches, historic lighthouses, and walking trails that showcase the Cape's natural beauty.br- Provincetown (P-town): About a 45-minute drive away (approximately 35 miles), Provincetown offers vibrant arts, culture, shopping, dining experiences, whale watching tours, and a lively nightlife scene.br- Hyannis: Roughly a 30-minute drive (around 20 miles), explore the bustling hub of Cape Cod with its ferry terminals to the islands, shopping, dining, and attractions like the John F. Kennedy Hyannis Museum.br- The Captains Golf Course: Located about 12 minutes away (approximately 5.2 miles) in Brewster, this public golf course offers two championship 18-hole courses that are open to the public for a great golfing experience.brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services fee; all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 2 VEHICLES br* Linens and towels INCLUDED!br* PETS NOT PERMITTED PER ASSOCIATION RULESbrbr**** 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 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.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.brbrKGC BSILVA
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(64)

$474.97

/ Nightly
Private Vacation Home

Charming, private, quiet, split A/C, family friendly townhouse at Ocean Edge

Brewster, Massachusetts, United States

Make our sunny and bright home your vacation retreat. You will appreciate the only 2-minute walk to the Fletcher indoor/outdoor pool complex ( pool passes included, see below for details*). Park your car right in front of the house and come in. Enjoy the warmth of this two-story townhouse (very private indeed) that is tastefully decorated and exhibits original photography of Cape Cod scenery. The first floor has a fully equipped kitchen, dining area, living room, half bath, and exit to the patio—conventional stairs to the second floor. The second floor has 2 bedrooms (1 queen, twin bunk bed, and another twin bed) and a full bath. Wake up to the pristine view of the golf course and birds singing, and enjoy breakfast or BBQ on your private patio while your children play freely and safely. The shed stores all you may need to enjoy the patio and the beach, including chairs, umbrellas, beach toys, and more. Entertainment equipment: Roku for streaming of your choice, Smart 70' new TV, home theater, DVD Blu-ray, HIFI stereo system, Wireless Internet. Roku for streaming, Smart TV, and DVD in the master bedroom. Enjoy our library of DVDs, kid's books, and games. Professionally cleaned before your arrival. br brbrNew updates.: New beds in kid's room. New sofa in LR ( July 2022). brNew big 70' TV, new bright flooring throughout the living and dining room, and new carpets in bedrooms (2024).brWe keep improving! We want you to feel as comfortable as possible, enjoy your vacation, and keep coming back. brbrWe provide pool passes PRIVILEGES. The resort will charge you an additional fee at the door. brbrWe provide you with sheets, towels, blankets and plenty of pillows. Just bring your personal belonging and a good energy for a relaxed vacation.
Bed 2

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Bath 1

Bath

Sleep 5

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Exceptional(34)

$699.2

/ Nightly
Private Vacation Home

Steps to Paine's Creek-The Perfect Vacation Home

Brewster, Massachusetts, United States

BOOKING RENTALS NOW FOR SUMMER 2026br*DISCOUNT CAN BE PROVIDED FOR 2 WEEK OR LONGER RENTALS*brbrLocated at Paine's Creek, one of the best bay beaches on Cape Cod, this 3 bedroom / 3 bath home is the perfect beach escape. Enjoy water views, ample space indoor and outdoor for entertaining and relaxing, an outdoor shower, and the beach just steps away. All bedrooms have an en-suite bathroom which make it perfect for families and groups of friends. Additionally, there is a den/tv room with a full size pull out sofa bed. Beach is less than .1 miles away. Explore the tidal flats, enjoy the creek and all it has to offer and walk to the beach for breath taking sunsets each night. Paine's Creek is known to have the best sunset on Cape Cod. brbrWell maintained, fully equipped kitchen, washer/dryer, wireless internet and cable, outdoor grill. Linens provided. Beach chairs provided. Walk to Kate's for an ice cream each night! Or enjoy the bike path located nearby and stretching throughout Cape Cod.brbrBedroom 1: Two twin bedsbrBedroom 2: Queen bed; twin pull out sofa bedbrBedroom3: King Bed and roof deckbrDen/TV Room: Full pull out sofa bedbrExtra Features: Outdoor shower, air conditioning, cable/internet, washer/dryer, beach chairs, outdoor grill upon requestbrbr5 NIGHT MINIMUM STAY - JUNEbr7 NIGHT MINIMUM STAY - JULY, AUGUSTbr4 NIGHT MINIMUM STAY - FALL AND SPRINGbrbrNO SMOKING / NO PETSbrNon Refundable $125 Booking Fee
Bed 3

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Bath 3

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Exceptional(45)

$499.27

/ Nightly
Private Vacation Home

Centrally Located Private Corner Unit

Brewster, Massachusetts, United States

This private entrance townhouse is across the street from the 18th hole and practice range. This comfortable corner unit is located in the most convenient Ocean Edge location, Trevor Village. A few minutes walk to Fletcher indoor & outdoor pools, tennis, basketball, gym, as well as Arbor pool complex and Linx Tavern. Updated kitchen, air conditioning, new washer/dryer, updated bathrooms, HDTV in each room, WIFI high speed internet, and tastefully decorated. Very private patio setting with wooded view and beautiful landscaping; with gas grill and outdoor seating. Constantly updated: Flooring and bath in 2021. Straight staircase with mounted HDTV and sound bar, new furniture in 2022. Master bedroom new furniture, flooring, paint, and AC in 2023. New loft carpet in 2024. Pool and sports facility privileges include access to five pools (club transfer fees administered directly between Ocean Edge club and tenant). brbrCape Cod Bike Trail runs through Ocean Edge property. Enjoy vacation in a luxurious gated golf resort community, just 1.5 miles to warm bay beaches and convenient to route 6, 6A, and 137. Close to several restaurants, shops, and Ocean Edge mansion facilities. brbrPool fees apply, weekly, Saturday to Saturday rental; in peak season stays of less than seven days all within one calendar week (i.e. between Sunday and Saturday), shoulder season is flexible.brbrKeywords: Ocean Edge Resort, Brewster
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Bath 2

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Exceptional(29)

$609.22

/ Nightly
Private Vacation Home

Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...

Brewster, Massachusetts, United States

Winter Rental available. OCEAN's EDGE WEDDING Alternative. Off-Season Week-End rates (3 days min). Beautiful, pristine, updated and very comfortable Cape Cod Rental home. Come enjoy this renovated Cape Style home in a private yet convenient location only 4/10ths to Ellis Landing Beach, a beautiful bayside beach in Brewster. Recently painted interior, new couches, new carpet upstairs, 2 new beds, 3 flatscreen TV s, Central A/C, New Fridge, New Microwave, New Granite, updated baths, Gas cooking, outdoor shower, WIFI and much more. The first floor offers an open floor plan with a kitchen, dining/living room running the length of the home. Sliders open up to the patio and private spacious back yard. Enjoy grilling on the back patio and relaxing in the sun. Also on the first floor you will find a seperate family room with a tv and blue-ray, ideal for the kids, a den with 2 newer twins and half bath. Upstairs you will find 3 bedrooms and 2 full baths. Tucked away at the end of a dead end street yet so close to restaurants, shops, the beach, and the Cape Cod Rail Trail. You can walk to the store in the morning for your paper and coffee then wonder to the beach. Hop on your bike and hit the Cape Cod Rail Trail only minutes away and explore all the towns along the way. Come enjoy this comfortable, very well kept home in a fantastic location. No Pets. Tenants bring their own linens/bedding and are required to signed rental agreement.
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Exceptional(5)

$586.89

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Private Vacation Home

Explore Downtown and Pleasant Bay!

Brewster, Massachusetts, United States

Summary:brbr18836 - Sunny Escape: Explore Downtown and Pleasant Bay!brbrbrbrThe Space:brbrYour Brewster vacation awaits, in this idyllic vacation rental that offers an unforgettable escape on the far side of Brewster minutes away from Pleasant Bay – a gorgeous and almost forgotten bay for swimming and sailing.This unique location gives you the best of all towns, just a 5 minute drive will bring you to walkable Downtown Chatham; or downtown Harwichport; or Main St. Orleans.The inviting cape home boasts a captivating wrap-around deck, creating a welcoming atmosphere with its excellent curb appeal. brbrEmbrace the comforts of modern living with central air conditioning to beat the summer heat, and revel in a spacious layout designed to accommodate the whole family. Begin your mornings with a serene cup of coffee on the deck, setting the tone for a day of relaxation or beach adventures. brbrEntertainment awaits within the confines of this delightful retreat. Engage in friendly competition in the game room, where a spirited game of pool or a card game at the smaller dining table awaits. Alternatively, unwind with a movie in the comfortable seating area, offering the perfect refuge rain or shine. brbrFor those seeking aquatic adventures, embark on a journey on Pleasant Bay with the convenience of rental kayaks, Sunfish Rentals, just a brief 10-minute stroll from your doorstep. The nearby Jacknife Beach, a mere 1.6 miles away, beckons with its sandy shores, while the renowned Captains Golf Course awaits golf enthusiasts at a convenient 2.2 miles from the property. When it comes to dining, Harwich Center, with its diverse array of culinary options, is a short 5-mile drive away.brbrExperience the perfect blend of comfort, recreation, and convenience at this splendid vacation rental, where cherished memories are waiting to be made.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6brBedroomsbr-Total 3br-Ground Floor: 1 Queen Bed - Ensuite Bathroom w/showerbr-1st Floor: 1 Queen Bed - Ensuite Bathroom w/private jetted tubbr-1st Floor: 1 Queen BedbrBathroomsbr-Total 3br-Ground Floor: Showerbr-1st Floor: Showerbr-1st Floor: Tub/Shower CombobrOther Amenities br-Game Room w/Pool Tablebr-Central ACbr-WiFibr-Smart TVbr-Washer/Dryer br-Propane Grill br-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbrC0463811260brbrbrbrThe Neighborhood:brbrOceanside
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Bath 3

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Sleep 6

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Exceptional(3)

$553.22

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Private Vacation Home

Walk to Seymour Pond beach

Brewster, Massachusetts, United States

Summary:brbrThe perfect pond getaway for families, boasting 3 bedrooms, a large back deck and new outdoor furniture to enjoy!brbrbrbrThe Space:brbrWelcome to Seymour Sunshine, a cheerful Cape Cod getaway on a Brewster backroad. Just a short stroll from the calm, clear waters of Seymour Pond, this inviting home offers the perfect blend of comfort, convenience, and charm for your next family vacation. With room for up to 8 guests, there is 3 bedrooms, and 2 full bathrooms. Seymour Sunshine is a bright and airy retreat ideal for beach days, pond paddles, and slow summer mornings on the deck.brbrbrbrStep inside and you’ll find a beautifully updated kitchen with sleek stainless steel appliances and plenty of space for whipping up fresh local meals. The open-concept layout flows into a cozy dining area and living room, perfect for board games, or relaxing with a book after a day in the sun. For those mixing work with vacation, a dedicated work-from-home station ensures you can log in with ease—then log off and hit the water just as quickly.brbrbrbrSliding doors lead to a spacious back deck, newly furnished with comfortable lounge seating and an outdoor dining table. Fire up the grill for a sunset cookout, unwind under the stars, or sip your morning coffee while the birds chirp from the surrounding trees. Downstairs, the finished basement provides even more room to spread out—great for game nights as you play with the Foosball table or the Air Hockey table.brbrbrbrAfter a refreshing swim in Seymour Pond head out to explore Brewster’s many charms. From scenic trails at Nickerson State Park to shopping and dining at Lemon Tree Village, everything you need is close by. Stop in for casual bites at local favorites like Cobie’s or Kate’s, or indulge in a sunset dinner at Chillingsworth or Spinnaker.brbrbrbrWhether you’re planning beach days, bike rides, or just soaking up the Cape air with the people you love most, Seymour Sunshine is your perfect home base for a relaxing, sun-drenched stay in Brewster just 0.5 miles away from the Cape Cod Rail Trail and 1 mile from Long Pond Brewster Public Beach.brbrbrbrbrbrLayout of Bedrooms & Bathrooms: brbrbrbrMain LevelbrbrBedroom #1 - King BedbrbrbrbrBathroom #1 - First floor, shower. Includes washer/dryerbrbrbrbrUpper Level brbrBedroom #2 - Queen BedbrbrBedroom #3 - Queen and DoublebrbrbrbrBathroom #2 - Second floor, tub + showerbrbrbrbr**Linens and bath towels are included.**brbrbrbrOther Things to Note:brbr-
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Exceptional(3)

$729.25

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Private Vacation Home

Cape Cod Getaway - near Seymour Pond and Rail Trail; Bay Beaches w/in a few mile

Brewster, Massachusetts, United States

Brewster GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your private retreat in Brewster, MA, nestled in the charming Highlands Neighborhood. This delightful house combines modern comfort with a touch of New England charm, making it the perfect getaway for families and friends alike. With deeded rights to Seymour Pond and easy access to the Rail Trail (2 adult and 2 children's bicycles and helmets provided) just five minutes away, outdoor enthusiasts will find themselves in paradise. The beautiful Bay Beaches are less than threemiles from your doorstep, offering sun-soaked days by the water. Or, visit Punkhorn Conservation Land just a short drive away.brbrThe home features a private yard complete with an outdoor shower, perfect for rinsing off after a day at the beach. Enjoy al fresco dining on the deck or patio, equipped with comfortable furniture and a gas grill for those summer barbecues. Inside, you'll find all the amenities you need for a relaxing stay, including a fully equipped kitchen, WiFi, and a cozy living room with cable TV and board games for family fun.brbrBrewster is a treasure trove of galleries, farms, restaurants and shops, ensuring you’ll never run out of things to explore. For golf enthusiasts, Captains Golf Course and Cranberry Valley Golf Course are nearby, while Nickerson State Park offers stunning trails and natural beauty. brbrWhether you're seeking adventure or relaxation, this Brewster home is your gateway to the best of Cape Cod. Book your stay today and create unforgettable memories in this idyllic setting!brbrThings To Knowbrbr-Close to Bayside Beaches (under 3 miles)br-Close to the Rail Trailbr-Bicycles providedbr-Close to golfbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 2

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