Home Vacation Rentals By Owner In Brewster, MA

Showing 240 Of 331 Vacation Rentals
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Exceptional(79)

$652.37

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Private Vacation Home

Brewster by the Bay Pet Friendly with Hot Tub Close to Bike Path Sleeps 10

Brewster, Massachusetts, United States

4-Bedroom Cape Retreat on Blueberry Pond – Hot Tub • Fire Pit • High-Speed Wi-FibrbrWelcome to your Cape Cod getaway! This spacious four-bedroom, three-bath home sits across from peaceful Sol’s Pond and is just a three-minute stroll to beautiful Blueberry Pond. The Cape Cod Rail Trail bike path and the Ocean Edge Resort are only a short walk away, making it easy to explore beaches, shops, and scenic trails.brbrWhat You’ll LovebrbrRelax & Entertain – unwind in the hot tub, gather around the 2023 fire pit, or enjoy meals on the outdoor dining patio with a gas Weber grill.brbrFun on the Water – two kayaks are included for easy paddles on Blueberry Pond.brbrComfortable Sleeping Spaces – the primary suite features a 2020 Casper mattress for a great night’s sleep.brbrExtras for Family & Friends – ping-pong table in the finished basement and a 2017 outdoor shower, ideal after a day at the beach.brbrWe are pet-friendly, so your furry companions can join the adventure! brbrHigh-Speed Internet & Wi-Fi – perfect for streaming, video calls, or working remotely.brbrGood to KnowbrbrGuests bring their own sheets and towels. We provide pillows and blankets, and can help arrange linen service on request.brbrParking available for multiple vehicles.brbrCome experience a relaxing Cape escape with plenty of space to spread out, stay connected with reliable high-speed internet, and enjoy everything Brewster and the Cape have to offer.
Bed 4

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Bath 3

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Sleep 10

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$538.17

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Condo

Pool Privileges at Ocean Edge Resort! (Fees Apply)

Brewster, Massachusetts, United States

Golf & Pool Privileges at Ocean Edge Resort! (Fees Apply)brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrExperience Cape Cod resort living at its best in this nautical and seafaring-inspired townhouse located within the prestigious Ocean Edge Resort in Brewster. Guests enjoy access to the resort's golf course, pools, tennis courts, and Fletcher Fitness Room (Fees Apply).brConveniently located near the clubhouse and the Lynx Tavern Restaurant, this home combines comfort & convenience.brbrInside, you'll find a coastal décor and A/C units in the living room and both bedrooms. The first-floor primary bedroom features a queen bed and TV, with a full bath and washer/dryer conveniently located nearby. The dining area seats six and opens to the comfortable living room with a mounted flat-screen TV.brbrUpstairs, the open loft offers a daybed with a trundle (two twins), while the second bedroom includes two twin beds, a TV, and a full bath—perfect for family or guests.brbrStep through the sliding glass doors to your private patio, complete with outdoor furniture, umbrella, and a gas grill—ideal for summer cookouts and evening relaxation.brbrEnjoy the best of resort-style living with pools, tennis, fitness, and dining just steps away at this beautiful Ocean Edge retreat!brbrCANCELLATIONS, CHANGES & REFUNDSbrIn 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:brbrGuests may purchase Sponsored Guest Golf Tee Times and 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.brbrSponsored Golf Privileges:brGolf Privileges on the Private Ocean Edge Golf Course are available with this property. (Green fees apply.)brYou may book your tee time 30 days in advance.brFor golf fees and details visit .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 - BI0685
Bed 1

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Bath 2

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Sleep 6

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Exceptional(39)

$572.25

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Private Vacation Home

Perfect 2000 Sq/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail

Brewster, Massachusetts, United States

This full Cape was built in the 1960s by an antique home restoration tradesman. The first and second floor were built true to the plans and architecture of an antique Cape style home, the finished walk-out basement is a modern amenity included for it's practical nature.brThis home is truly unique, and upon entering you will be transported back in time, first to a more formal colonial era on the first floor, with the wrought-iron door hardware and thumb-latch door catches, the wide pine floors, the nine-over-six windows, the era-appropriate wallpaper in the living room and the butcher block counter tops. As you climb the stairway to the second floor the transition to a more rudimentary and rustic way of life will encompass you. From the rough plaster walls to the reclaimed exposed wood beams and floors, to the blacksmith forged hardware on every door and cabinet, it feels like you are in another time period. Every room is drenched with character, from the angled storage cabinetry in the third bedroom to the 'secret' passageway that passes between two of the rooms (We'll say no more, this is for you to discover!), to the tiny window that looks down upon the mudroom from the master bedroom. The basement is another world entirely, with its 55 drawer antique apothecary cabinet built in (discover what is in the drawers!) to the additional custom cabinetry and beautiful pine floors. Outside, there is an abundance of parking with a large private yard, and the home is on a dead-end street with no more than 9 homes past ours, so traffic is extremely minimal. We have met many of our neighbors, and they are friendly, welcoming and helpful. This is truly the perfect place for your Cape Cod vacation.brbrA 5-minute car ride from this unique three-story home brings you to sweeping Crosby Landing or Linnell Lane Beaches, considered Brewster's best by many. Both are beautiful and sandy bay side beaches with gentle waves for younger children. At low tide, the water recedes and leaves the Brewster Flats exposed -- a fun place to walk and explore nature or go for an evening stroll and enjoy the beautiful sunsets.brbrThis house is part of a quiet, upscale, East Brewster neighborhood. It is the ideal summer vacation location for a large single family, a multi-generational family or two young families. A 5-minute bike ride (you may use any of the six nearly-new Specialized Expedition bicycles, added this year) takes you to the Cape Cod Rail Trail. From here its a 5 minute ride to Nickerson State Park, or less than a 10 minute ride to Crosby Landing Beach. Once on the Rail Trail you can ride for miles in either direction. You can use the Rail Trail for short adventures, like going for a Smoothie at the Chocolate Sparrow in Orleans, or day-long outings, such as riding to the National Seashore in Eastham with its stunning broad beaches right on the Atlantic. brbrBack at the house, there's plenty of space to spread out and comfortable furnishings where everyone in your group can relax. Each bedroom and the basement have window air conditioning window units to keep you cool on those hot summer days.brbrThe main floor has beautiful wide-pine floors in almost every room, a spacious living room and formal dining room with corner hutch. Your entire group will comfortably fit around the large dining table on those occasions when you're not dining outside on the roomy and private deck. The bright spacious kitchen with lots of natural light and butcher block counter top is extremely well-equipped and includes all the dishes, utensils, pots, pans and tools you will need to make that perfect meal including your classic cape vacation lobster dinner. The rustic mudroom with a cathedral ceiling, exposed wood beams, and lots of natural light is just off the kitchen through two large French doors which can be left open to join these two rooms as one. The main level also has a bright master bedroom with a queen-sized bed with plenty of closet space and a full bath with heated wide pine flooring. brbrThe upper level of the house provides a second full bath. There are also three more bedrooms, which contain lots of natural light, wide pine flooring, and vaulted ceilings with exposed wood beams. Two bedrooms are furnished with queen-sized beds and the third with two twin-sized beds. Each of the three bedrooms on this level have plenty of closet space for you to store all your belongings.brbrThe spacious basement is set up as an entertainment/recreation area and contains a Ping-Pong table, a new (June 2020) TCL 55 Roku smart television, plenty of comfortable seating including a beautiful leather sofa, and a daybed with trundle which sleeps two. It has wide pine flooring, a third full bath, and the walls are a combination of windows with a walkout door, and exquisite custom made cabinetry. This is a great place to hang out on a rainy day or after returning from a busy day of exploring or biking or a casual day spent at the beach. It also makes an ideal separate play space for kids and is a perfect family/TV room. brbrOutside is the custom built (by the owner) Shabby Chic Pallet/Teak Shower Shack, with a changing bench - the perfect place to clean off after a day at the beach. The large deck with it's gas grille provides a convenient place for your outdoor grilling, with plenty of provides comfortable seating and a locking gate to keep your toddlers safe.
Bed 4

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Bath 3

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Sleep 10

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Exceptional(5)

$342.53

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Private Vacation Home

4BR Cape Style Near Saints Landing and Paines Creek (2086)

Brewster, Massachusetts, United States

Embrace the timeless charm of Brewster in this spacious 4-bedroom Cape-style home, ideally located just a short distance from the gentle waves of Saints Landing Beach and the breathtaking sunsets at Paines Creek Beach. Designed to serve as a welcoming home base for up to 8 guests, this property blends traditional coastal character with the essential modern comforts needed for a relaxing getaway. The interior features a thoughtfully arranged layout, including a bright and fully equipped kitchen that flows into a formal dining area, as well as two distinct living spaces—including a stunning sunroom—offering plenty of room for both group gatherings and quiet moments of retreat.brbrThe sleeping quarters are spread across two floors for maximum privacy, with a master bedroom featuring a king bed and secondary rooms offering queen and twin configurations. To ensure comfort on warm summer nights, each floor is serviced by a full bathroom and guest rooms are equipped with window air conditioning units and ceiling fans to keep the sea breeze moving. Whether you are hosting a family dinner in the dining room or lounging in the sunroom with a morning coffee, the home provides an effortless flow that makes vacationing easy.brbrStep outside to discover a beautifully landscaped backyard, a private sanctuary perfect for an afternoon read or a sit-down dinner under the stars. The outdoor space is fully outfitted for the Cape Cod lifestyle, featuring a gas grill for seaside cookouts and a refreshing outdoor shower—a local favorite for rinsing off after a day on the Brewster flats. With its proximity to high-quality local restaurants and world-class beaches, this home offers the perfect balance of peaceful residential living and vacation adventure.brbrShort getaways available with an added cleaning fee. Save the cleaning fee by booking 7 or more consecutive days. An administrative fee and applicable taxes may apply.brbr**Linens not provided. Guests may rent linens or bring their own.**
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(14)

$381.03

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Private Vacation Home

Grandfather's Lane charmer

Brewster, Massachusetts, United States

Central AC & Minutes to Beach! brbr* * * * See end of this description for information about free included activities, Kinlin Grover Compass' cancellation/refund policy * * * *brbrExperience Cape Cod living at its finest with this charming 2-bedroom, 1-bathroom cottage on the desirable Grandfather's Lane in Brewster, MA. Just minutes from a private association beach, this home offers an ideal and affordable retreat for your next vacation. Relax on the screened-in porch and enjoy the calming ocean sounds. The cottage boasts a renovated kitchen, a cozy living room, an enclosed outdoor shower, a backyard fire pit, and a charcoal grill, providing everything you need for a comfortable and memorable stay.brbrDon't miss out on this popular vacation spot, book your getaway today!brbrBedroom #1 - 1 Queen, Bedroom #2 - 2 Twinsbrbr* 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: 4 PEOPLE TOTAL (adults and children)br* PARKING FOR 2 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbrbr**XPLORIE not included at this location**brbrbr**** 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 2

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Bath 1

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Sleep 4

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Exceptional(12)

$538.55

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Private Vacation Home

Four bedroom home within walking distance to Bayside Brewster beaches!

Brewster, Massachusetts, United States

Waterfront on Cobbs Pond! Bring your kayak or canoe! Direct access to pond from back yard. Located on a private road, this lovely four bedroom home boasts access to three breathtaking Bayside beaches (.2 miles to Breakwater Beach)! Kitchen and bathrooms were renovated in 2024!brbrThe main level of this home features an open layout in the living area including dining for 8 people. The first floor will have one bedroom with a Queen sleeper sofa and a full size bathroom located in the hallway off the kitchen. The second level of the home features the master bedroom with King size bed and ensuite bathroom, two additional bedrooms and another full size bathroom accessible in the hallway. brbrSituated in this desirable Bayside neighborhood, you will find yourself having access to three Bayside beaches! Along Breakwater Road, you will find Breakwater and Upper Breakwater beaches which are public and also the shared/private Breakwater Acres Beach. brbrAmenities include central air conditioning, washer/dryer located in the basement, dishwasher, gas grill and open outside shower just to name a few!brbrbrSquare Footage: 1750brbrMaximum Occupancy: 8brMaximum Vehicles: 2brbrBedroom 1: King (upstairs)brBedroom 2: 2 Extra Long Twin (upstairs)brBedroom 3: 2 Twin Bunk Beds (upstairs)brBedroom 4: Queen sofa bed (main level)brbrLinen & Towel Package: Please note that this property does not include linens, bath, or beach towels. To add these items to your reservation, it would be $361 + taxes. The linens and towels will be delivered to your rental on check-in day and must be repacked into the container upon check-out. You can also include our 'Bed Making Service' to your order for a total of $497 + taxes. The provided quote includes a one-week rental. For pricing on additional weeks, please contact us directly.
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Bath 2

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Sleep 8

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$417.37

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Condo

Ocean Edge condo in Brewster—cozy, fun, A/C, sleeps 5, near beaches & Rail Trail! + resort amenity!

Brewster, Massachusetts, United States

Welcome to your relaxing Cape Cod escape at Ocean Edge Resort in the charming town of Brewster. This inviting upper-level Eaton Village condo offers the perfect blend of comfort and convenience—an ideal home base for your Cape Cod getaway.brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThe living space is designed for relaxation, featuring a wall A/C unit and flat-screen TV—perfect for unwinding after a day at the beach or exploring the Cape. The open layout creates a welcoming atmosphere for gathering with family and friends.brbrThe primary bedroom offers a comfortable queen-size bed, along with its own wall A/C unit and TV for added comfort and privacy. The second bedroom is perfect for families or groups, featuring a bunk bed with two full-size beds, providing plenty of sleeping space for kids or additional guests.brbrThis well-appointed condo comfortably accommodates up to 5 guests, making it an excellent choice for small families or couples traveling together.brbrEnjoy easy access to Brewster's scenic beaches, Cape Cod Rail Trail, local shops, and dining, along with the amenities and beauty of Ocean Edge Resort. Whether you're planning a relaxing retreat or an activity-filled vacation, this condo offers the perfect combination of location, comfort, and convenience.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:brGolfingbrBike & Kayak RentalsbrWhale Watcher CruisebrRound Trip Ticket to explore Martha Vineyard & NantucketbrbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrNote: Saturday-to-Saturday stays only.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.brTennis and pickleball courts are also available for use. (additional fee may apply)brPool 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.brbr-Linens and Towels Package: Additional $147. (Please call for this service)brbrLeighton Rentals - EA0880
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Bath 2

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Sleep 5

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$523.31

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Condo

Classic Cape Cod townhouse in Brewster with patio, near Rail Trail and bay beaches.

Brewster, Massachusetts, United States

NEW for 2026! A classic Cape Cod retreat: Quiet townhouse living in the heart of Brewsterbrbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrExperience the classic charm of Cape Cod in this C Style townhouse nestled within the quiet, wooded enclave of Billington Village in Brewster.brThis multi-level middle unit offers a comfortable and efficient layout, perfect for those seeking a peaceful retreat. The main floor features a bright, open living and dining area designed for relaxation, along with a convenient half-bath. Upstairs, you will find two private bedrooms and a full bathroom, providing a nice separation of space between the sleeping quarters and the main living area.brbrStep outside through the sliding glass doors to your private patio, where you can enjoy morning coffee or an evening meal surrounded by the serene natural landscape. The unit is ideally situated just moments away from the scenic Cape Cod Rail Trail, offering miles of paved paths for biking and walking through the heart of the Lower Cape.brYou are also centrally located to explore the best of Brewster, from the historic charm of the Brewster General Store and local antique shops to the world-famous sunsets at the nearby Cape Cod Bay beaches.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:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages. (additional fees apply)brTennis and pickleball courts are also available for use. (additional fees apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br * Smoking is not permitted.br * Pets are not allowed.br * Bed sheets, pillowcases, and towels are provided.br * Travel Insurance is available upon request.br * Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - BI0878
Bed 3

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Bath 2

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Sleep 6

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Exceptional(1)

$424.18

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Condo

Ocean Edge Paradise in Brewster!

Brewster, Massachusetts, United States

This Ocean Edge Retreat will make a wonderful home base for your next Cape Cod getaway. You and your loved ones will be treated to a spacious interior with a lovely, furnished patio and a private gas grill on the outside. brbrThis free-standing 2BR condo in Susanna Village is a true end unit. Immediately when you walk in, your greeted with a spacious open living and equipped with central ac throughout for those warmer days.brA spacious kitchen just off the entry way has all the amenities you need to make your favorite meals with ample counter space and newer appliances.brbrDine with loved ones around the inviting wooden table (seats 6). The living area includes has comfortable seating. Put your tea or coffee on the table and take time out for a movie–there's a wall-mounted flatscreen TV to stream your favorite movies. brbrThe primary bedroom has a queen bed, TV, and private bath. The second bedroom equipped with 2 twin beds, with a full bath just outside this bedroom. Sliders off the living room lead to the furnished, enlarged patio.brbrEXTRA PERKS: Washer/dryer, gas grill, WIFI, and 2 parking spaces.brThe condo is located east of downtown Brewster, right next to Nickerson State Park - a huge preserve with camping, trout fishing, and hiking/biking trails. A variety of deluxe amenities are available through the Ocean Edge Resort at an additional cost including swimming pools, bike rentals, tennis, and paddle boards. There are also golf courses in the area, so don't forget to pack your clubs!brbrReservations include pool privileges available at an additional cost of $80 per week per adult and $40 per week per child. Fees are collected at Ocean Edge Resort. The Ocean Edge Resort and Golf Club controls the distribution of passes, collection of fees, use and operations of all amenities. All are subject to change without notice.brbrNon-refundable $250 Administrative Fee, Cleaning Fee $375.50 (Linens Included) plus applicable state and local taxes.
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Bath 2

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Sleep 4

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Exceptional(3)

$552.2

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Private Vacation Home

Squeaky clean residence only 0.2 miles from Saint Landing Beach on beautiful sandy Cape Cod Bay

Brewster, Massachusetts, United States

Nautical Dream Home ~ Near Cape Cod Bay! Only 2/10 mile to Mant's Landing Beach!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis spacious, beautiful residence is only 2/10th of a mile from Saint Landing Beach, a very popular Brewster beach on sandy Cape Cod Bay. Only a stone's throw to Mant's Landing Beach, a local favorite! This residence is centrally air conditioned, offering three bedrooms, a game room with a full sized pull out sofa, foosball table, & pool table. brbrThe spacious first floor has a bedroom with a full sized bed, a large & well equipped kitchen, a dining room furnished to comfortably seat 8, a spacious vaulted living room, full bath with walk-in shower, & washer/dryer. The second floor has the primary bedroom with a queen sized bed & an additional bedroom with three twin sized beds. brbrOne of the best things to do in Brewster is spending time by the sea. If you're looking for soft sand dunes and gorgeous, blue waters, be sure to visit Crosby Landing, one of the most popular beaches in Brewster because of its tranquil, swimming-friendly waters. Or, if you want to enjoy the tide pools on a slightly smaller, less crowded beach, Breakwater Beach is particularly great for families. Other popular beaches include Ellis Landing, Linnell Landing, and Paine's Creek. Brewster is especially known for its tidal flats, which are excellent for walking at low tide or even looking for crabs, oysters, and other marine life.brbrThere are a lot more outdoor activities to enjoy in Brewster outside of its beaches, which is great for people visiting in the spring and fall (when the water might be a little chilly). Brewster is home to Nickerson State Park, a beautiful scenic area with lots of hiking and biking trails, campsites, and ponds for fishing. There are also areas for horseback riding, boating, and swimming (weather permitting). If you're a cyclist, the Cape Cod Rail Trail runs through Brewster, stretching from the town of Dennis to Wellfleet. The Cape Cod Museum of Natural History is also an excellent stop to learn more about nature and wildlife around Brewster, as well as find hiking trails and visit the on-site aquarium.brbrBrewster Attractions:br-Cape Cod Rail Trail: Enjoy miles of scenic biking and walking paths. Rent bikes nearby on Route 6A and set off on a carefree adventure through Brewster.br-Brewster Flats: Don't miss the iconic tidal flats at low tide—perfect for shell collecting, barefoot strolls, and unforgettable photos.br-Cape Cod Bay Sunsets: End your day with a breathtaking sunset over the bay, a true highlight of any Brewster stay.br-Nickerson State Park: Spend the day kayaking or paddle boarding on crystal-clear kettle ponds, with convenient on-site rentals.br-Captains Golf Course: Hit the links at this top-rated course, known for its beautiful scenery and enjoyable layout.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets—every day of your stay—to top activities, including:br-Golfingbr-Bike & Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard & NantucketbrbrNote: Saturday to Saturday Only. (3 Night minimum for non-peak weeks)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 - BR0767
Bed 3

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Bath 2

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Sleep 9

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Exceptional(67)

$236.91

/ Nightly
Private Vacation Home

PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!

Brewster, Massachusetts, United States

Are you looking for the perfect getaway on the cape with everything that Nickerson state park and Cape Cod has to offer Look no further. Take full advantage of the thousands of acres that Nickerson has while living in a clean, spacious home. This house is a 3 bedroom 2 bathroom house with Nickerson state park literally in the backyard. If you're looking for close access to the Cape Cod bike trail then this is your spot, the bike trail runs through the back yard of the home. brbrThis is a perfect house for a family and kids! A large deck overlooking the back yard and state forest is perfect for entertaining and BBQ'ing. It's also perfect for keeping an eye on the family that is exploring the forest! No need to pick the bikes up, put them in the car and drive to the bike trail. Just walk your bike through the yard and you're on the trail that connects you to the many miles of trails!brbrThe house also has a perfect great room which the entire family can use to relax after those long days at the beach and park. The great room has a working fire place and french doors that open up to the large deck! It's perfect for entertaining family and friends. brbrThe house also offers a fantastic sun room which lets in natural light all throughout the day. brbrThe home is located in a perfect spot close to downtown Brewster and 2.9 miles from Orleans. This makes it easy to access shops, restaurants, the general store, coffee shops and more. Also the town beaches are within very short driving distance! Looking explore more Orleans center and Chatham center are also in very close driving distance which makes it easy to see everything the cape has to offer.brbrThis is a new property so we don't have any reviews yet. But we do have another property if you're interested in seeing the reviews. All of our properties are managed to provide an immaculate interior and exterior and a spectacular Cape Cod experience. Many amenities are providedbrbrvrbo/830451
Bed 3

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Bath 2

Bath

Sleep 8

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$960.06

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Private Vacation Home

New Listing minutes to two state park!

Brewster, Massachusetts, United States

Summary:brbrWelcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature lover's paradise.brbrbrbrThe Space:brbrWelcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature lover's paradise. The home is centrally located to two state parks, and freshwater swimming around the corner at Long Pond. If you prefer the oceanside, you'll be close to picturesque Jackknife Cove on Pleasant Bay as well. (No beach pass required!) Not only is the home in a fantastic location, but it also boasts over 2100 square feet of high end living space on nearly 1.4 acres of land. This home is plenty spacious for your next family getaway to the Cape! brbrbrbrHawk's Nest is set back slightly from the street on a lush green property, where a stone pathway guides you to the front door. You are welcomed into a beautiful hall with a staircase to the second floor, the kitchen straight ahead, and a cozy formal living room to your right. The kitchen is combined with the dining area, and this contemporary space is one of the highlights of the home. It boasts a large island, tons of counter space, brand new appliances, and direct access to the expansive back deck with additional seating. This room connects through French glass doors to the sizeable TV room, where you will find stunning vaulted ceilings and beautiful windows that fill the room with natural light.  The large sectional couch is a comfortable place to host movie night with the family. To top it all off, there is an enormous finished basement with a sleeper sofa, TV, laundry, and a half bathroom! brbrbrbrThere is one bedroom on the first floor with a queen size bed. Directly across the hall is a full bathroom with a lavish stand up glass shower and oversized shower head, surrounded by bright white subway tiles.  Upstairs, a snug bedroom to your right has a full size bed. It has a skylight to watch the stars at night. The next room is a bunk room for the kids, with twin bunk beds and a twin trundle bed. The cheerful fourth bedroom has a queen size bed. These rooms share a spacious hallway bathroom with a full shower and tub combination and fine finishes. At the end of the hall you find the dreamy primary bedroom with a king size bed. There is a seating area, plenty of storage space, and a spa like full ensuite bathroom.brbrbrbrHawk's Nest is the ideal setting for your Brewster vacation. Take a drive up historic Route 6A, visit the Stony Brook Gristmill, or find plenty of hiking, swimming, and fishing nearby. Enjoy a fine meal at The Brewster Fish House, or grab a pizza from Stone L'Oven for a simpler option. This is the perfect place for you and the whole family to build memories and enjoy the simple pleasures of a Cape Cod summer. brbrbrbrLayout of Bedrooms and BathroomsbrbrbrbrMain level: brbrBedroom #1: Queen bed brbrBathroom #1: Full bathroom with stand up shower brbrbrbrSecond level: brbrBedroom #2: Full size bedbrbrBedroom#3: Twin bunk beds and a twin trundlebrbrBedroom #4: Queen bedbrbrBedroom #5: Primary with King bed brbrBathroom #2: Full bathroom with tub shower combobrbrBathroom #3: Primary ensuite full bathroom with stand up shower brbrbrbrBasement level:brbr1/2 bathroombrbrbrbr**PLEASE NOTE** - Linens are not included. Please bring your own, or contact Nauset Rental if you would like information for local linen rental companies.brbrbrbrIf you would like to bring your dog along on your vacation, please let us know and provide answers to the following questions: brbrbrbr*Is he/she at least 1 year old brbr*What breed is the dog and how many pounds brbr*Any shedding  brbr*Any issues with accidents - urination or throwing up  brbr*Any issues with chewing furnishings  brbr*Barking while unattended or while attended  brbr*Does your dog receive flea and tick preventative brbr*Are you confident you can leave property with no sign of your dog when you check out brbr*Do you accept full responsibility for the behavior and impact of dogs in your group during your stay brbrbrbrOther Things to Note:brbr-
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$674.11

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Condo

Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool

Brewster, Massachusetts, United States

Hello dear guests,brIn keeping with our policy of continued upgrades, we added a new state-of-the-art washer and dryer with sanitizing features last year and for the 2021 season, we renovated the master bath. It now features a heated tile floor and for an added touch of luxury, a deep soaking tub!. The back deck now has four comfortable chairs and a table. We can't contain our excitement about welcoming you to our condo at Ocean Edge. All of the most important things will be the same but there will be a few operational changes. We will need a little more time to clean and disinfect so the check-in time will now be 4 pm and the check out time will be 10 am.brPlease relax and rejuvenate while protecting each other simultaneously! We hope you'll join us!brbrThe property is a 3 bedroom, 2 bath condo -which sleeps 6. Located on the 9th fairway. Two king bedrooms (one can be converted to two twins) and one queen bedroom. All new beds. TV's in all the bedrooms and living space with Comcast X1 whole house DVR service and WIFI. CENTRAL AC. Designer/Artist owned. Private setting with three decks to enjoy the Cape Cod weather. 2nd floor unit features 14' cathedral ceilings, new luxury bathroom with rain head shower and heated floors. brSponsored Guest Pass Policiesbr 2018 Sponsored Guest Policybr2024 SPONSORED GUEST POLICYbrOcean Edge Resort & Golf Club is a private club with resort amenities on Cape Cod. As such, in order to enjoy the Club facilities, you must be sponsored by a Member of the Club. The credentials that have been issued identify you as a Sponsored Guest (unaccompanied guest) of a member. As the guest of a member, you have access to a variety of amenities and activities around the property. Guest cards must be kept with you at all times as they represent your identification as a guest of a member and serve as your access key for the Club. brbrThe Sponsored Guest Cards that you have been provided are encoded with your name, local address and dates of stay that the member has previously submitted to Membership Services. Additional guest cards will not be issued without the expressed authorization of the member, and only guests with proper credentials will be permitted access to the Club amenities. Each guest must present a valid guest card for entry into the Club recreational amenities. brbrSponsored Guest Passes include access to Arbor and Fletcher Pools, Fletcher Cardio Center, and scheduled Children's Activities throughout the Villages as listed in the Ocean Edge Activities Guide.brbr**Please note the Membership Desk does not accept cash, and a credit card is required for payment of passes. Sponsored Guests DO NOT have charging privileges and must carry a form of payment for purchases made throughout the property. brbrGuests may pick up their Sponsored Guest Passes at the Membership Desk located inside the Linx Clubhouse across from Arbor Village. The Membership Desk is open Tuesday - Saturday between 10:00 AM - 5:00 PM.brbr*Please note that all rates and fees are subject to change at any time without notice.brbr2025 SPONSORED GUEST PASSES: POOLS, FITNESS AND ACTIVITIESbrPer Day:brbrSponsored Guest Passes: Pools, Fitness and ActivitiesbrPer Day:brbrAdult - $27brChild - $14brPer Week:brbrAdult - $80brChild - $40brFitnessbrFletcher Fitness Facility – Complimentary with Guest Passes.brbrFitness Classesbr**Please refer to the Activity Guide for class descriptions and schedules.brbrMember Sports Club - $25brYoga on the Beach - $15brTennisbr**Payment of court fees is made at the time of scheduled play.brbrFletcher - $20 per hour/courtbrPickleball - $20 per hour/courtbrBay Pines - $24 per hour/courtbrBike Rentalsbr**Rentals are given at a first come, first serve basis.brbrHalf Day:brbrAdult - $22brChild - $18brToddler Trailer - $15brFull Day:brbrAdult - $35brChild - $25brToddler Trailer - $15brBlueberry Pond SUP & Kayak RentalsbrRates Per Hour:brbrSingle Kayak - $24brStand Up Paddle Board - $22brGolf Coursebr**Available ONLY to Sponsored Guests of current Golf Members.brbrFee includes cart and same day Practice Facility use.brbrMemorial Day - Labor DaybrbrAdult - $140 per playerbrJuniors (10-15 years old) - $79 per playerbrGolf Practice Facilitybr**Payment of Golf or Practice Facility use is made at time of play, in the Golf Shop.brbrAdult - $20brJuniors (10-15 years old) - $12brBay Pines Private BeachbrSponsored Guests DO NOT have access to the Ocean Edge Private Beach.br*Child fees reflect children ages 6 – 15, Adults are 16 and over.brbrShuttles: Available for use by presentation of the Sponsored Guest card.brbr*Shuttle service is required to access all Mansion side amenities as parking is not permitted for non-members and non-resort guests.
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Exceptional(63)

$552.2

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Private Vacation Home

Well equipped In The Heart Of Brewster-minutes to the beach Newly renovated

Brewster, Massachusetts, United States

Our home “The Sea Glass” is located off historic Tubman Road in the heart of Brewster. The living room is open to a galley kitchen and a dining area on the first floor. There is a spacious deck off the living room overseeing a large, semi-shaded backyard, a perfect place to sit back and relax after a day at the beach, have a cocktail and grill dinner (gas BBQ included). This year- a new outdoor shower is available for your full Cape experience.brbrThere are two spacious bedrooms and one bathroom on the first floor. Upstairs, there is a third bedroom, second bathroom and a large loft room/lounge with a sleeper sofa. The lounge area is stocked with kids toys, family games, books, a TV, and a Wii entertainment system, everything the kids need to entertain themselves. brbrThe kitchen has new appliances including a Nespresso coffee machine and is fully stocked with everything you need to cook or grill. There is seasonal WiFi and AC in the house. The backyard is semi shaded, has a few Adirondack chairs and a fire pit to enjoy roasting marshmallows in the evening. brbrWe love the Cape Cod area and would like our guests to have the best experience on the Cape. The house comes with two adult bikes, which you can take for a ride along the Cape Cod Rail Trail and nearby Nickerson State Park. There are many local ponds in the Brewster area where you can go canoeing, fishing and stand up pedaling. The house has beach chairs, a beach umbrella, a cooler and beach toys for the kids. Sea Glass is located within a couple of miles from some of the best bay beaches on the Cape where the water is calm and the low tides are a must-see. There are some great seafood restaurants and coffee shops in the Brewster area, as well as many antique shops and galleries worth exploring. A major supermarket is a short drive away while you can pick up the basics at the Brewster General Store within less than a mile from the house. br
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Exceptional(15)

$519.11

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Private Vacation Home

Lakefront - Long Pond, Brewster: On the water, kayak, swim, fish, relax!

Brewster, Massachusetts, United States

If you are looking for a party house, please look elsewhere. Our home is located on a quiet dirt road with only a few houses. We want to stress that we and our neighbors do not want any loud late night partying. That being said...brbrEnjoy swimming, kayaking and fishing in the the clean waters of Long Pond. Keep an eye out for turtles, frogs, muskrats, turkeys and bald eagles. brbrWe have some beautiful views - the sunrise over Long Pond on our large wrap around front deck or a sunset over Black Pond on the back deck. Bring your bikes - the Rail Trail for biking and walking is just up the street. The Brewster Long Pond public beach with lifeguard is just a short walk as well. Enjoy the day out on the water diving from our swim raft, exploring the shores with our 2 kayaks or canoe. Have fun snorkeling or just floating around and relaxing in the sun. You will find great fishing in Long Pond and Black Pond. Our shed is full of odds & ends... floats, fishing gear, toys and life jackets.brbrWind down your day with a yard game then enjoy a steak cooked on the grill. There are so many amazing restaurants in the area and so much to do... nature trails, antique stores, art studio's, mini golf, go-karts, bumper boats, trampolines or do absolutely nothing at all.brbrOur home: BR 1 upstairs - king bed. BR 2 downstairs - 1 queen bed. BR 3 downstairs - 2 twin beds. The bathroom is located upstairs. Spacious fully equipped kitchen with large island and indoor grill. Dining room table seats seats 6. Living room has two couches, love seat and over sized chair. 65 smart TV. There is an enclosed outside shower for you to use after your day of fun in the sun. We usually use bottled water to drink as we have a well with high iron content. The house does have a water filtration system.brbrThere is limited parking - only 3-4 cars. Please do not block the road. brbrBed sheets are not included. You will need to bring your own sheets. Comforters, quilts, blankets and pillows are provided.brbrBath towels are included. brbrWe rent by the week - Saturday to Saturday.
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Exceptional(3)

$578.75

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Private Vacation Home

HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites

Brewster, Massachusetts, United States

⚓️Renovated Historic Luxury ⚓️ br*sleeps 8 (max 6 adults)br*2000 sq ftbr*2 king bedsbr*1 queenbr*1 twinbr*1 tiny twin (38”W x 62”L)br*3 full bathroomsbr*Laundry roombr*Gas fireplacebr*4 Smart TV’s/1 frame TVbr*Fullequipped kitchenbr*outdoor fire pit/seating (propane)br*Dining for 8br*Cotton linens/towels providedbr*Dedicated Workspaces (2)br*High Speed WiFibr* Under 5 mins away=Paines Creek Beach, Drummer Boy Park, Cape Museum Natural History, and more!br*1 dog allowed $30/per night pet fee. This historic property is located on the famous Old King’s Highway or 6A. One of the oldest roads in America. It is a a few minutes drive to Paine’s Creek Beach, Drummer Boy Park, Cape Cod Museum of Natural History, Kate’s Seafood and more!brbrOld King's Highway, also known as Route 6A, is a 34-mile scenic byway in Cape Cod, Massachusetts. In 2021, the US Department of Transportation named it a National Scenic Byway, making it one of only four in Massachusetts to receive this designation. Today, the road is described by National Geographic as one of the World's Most Scenic Drives; Yankee Magazine has declared it iconic and timeless, and Smithsonian Magazine described it as the most appealing stretch of highway in America. In 2021, Old King's Highway achieved National Scenic Byway Status. Today, the road is described by National Geographic as one of the World's Most Scenic Drives; Yankee Magazine has declared it iconic and timeless, and Smithsonian Magazine described it as the most appealing stretch of highway in America. In 2021, Old King's Highway achieved National Scenic Byway Status.
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Exceptional(5)

$811.85

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Private Vacation Home

Just a few steps to Ellis Landing Beach!

Brewster, Massachusetts, United States

Summary:brbr18837 - Remembrance: Just a few steps to Ellis Landing Beach!brbrbrbrThe Space:brbrNestled in the heart of Brewster, mere steps away from the pristine shores of Ellis Landing Beach, this cozy beach home beckons with its unassuming exterior that belies the spacious luxury within. Boasting three bedrooms and two full bathrooms, the interior is a harmonious blend of contemporary comfort and charming nautical decor, creating an inviting coastal retreat. brSeamlessly combining the allure of a beachside getaway with the comforts of home, this haven allows you to enjoy a day at the beach without the typical vacation hassles. Embrace the outdoor lifestyle by grilling out on the BBQ, enhancing your culinary experiences in the soothing ambiance of the coastal breeze.brbrThe retreat's thoughtful design extends to a private loft where parents can unwind and rejuvenate. Featuring a king-size bed and a smart TV, this exclusive space offers a sanctuary for relaxation after a sun-soaked day.brbrConvenience is at your doorstep, with a brief drive leading to the all the conveniences of Brewster. Explore popular shops, savor culinary delights at local favorite restaurants, and immerse yourself in the local art scene with galleries aplenty. For your morning pick-me-up, the beloved Snowy Owl coffee haven is just a scenic five-minute drive away, ensuring that the perfect cup is always within reach.brbrEscape to this coastal gem for a vacation that seamlessly blends relaxation, convenience, and the timeless charm of a beachside getaway.brbrHome Details:br-No Dogs(Fines remitted)br-Sleeps 6brBedroomsbr-Total 3br-1st Floor - 2 Twin Bedsbr-1st Floor - 2 Twin Bedsbr-2nd Floor Loft: 1 King BedbrBathroomsbr-Total 2br-1st Floor: Showerbr-1st Floor: Tub/Shower CombobrOther Amenities br-Split System ACbr-WiFibr-Smart TVbr-Washer/Dryer br-Propane Grill br-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-The gas fireplace is not operational, and not available for guest use (fines remitted)br-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 2 cars maximumbrC0377560410
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Bath 2

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