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Results: 284 Rentals

  • Classic Home close to Ponds Dog Welcome!
    From $479 per night (USD)

    VRBO

    Classic Home close to Ponds Dog Welcome!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: 18833 - Reflections Retreat: Classic Home close to Ponds Dog Welcome! The Space: Central AC, New Deck, and ...

    From $479 per night (USD)

    VRBO

    Details
  • Sheep’s Pond Retreat
    From $405 per night (USD)

    VRBO

    Sheep’s Pond Retreat

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Don't wait to rent this adorable 3 bedroom home is located in the desirable Sheep Pond Estates in Brewster with Deeded r ...

    From $405 per night (USD)

    VRBO

    Details
  • HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites
    From $637 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    ⚓️Renovated Historic Luxury ⚓️ *sleeps 8 (max 6 adults) *2000 sq ft *2 king beds *1 queen *1 twin *1 tiny twin (38”W x ...

    From $637 per night (USD)

    VRBO

    Details
  • Beachfront Home Offering Direct Access to Your Own Private Beach (2386)
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    Expedia

    Beachfront Home Offering Direct Access to Your Own Private Beach (2386)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Escape to this beautiful beachfront home, offering direct access to your own private stretch of Cape Cod Bay beach. Perf ...

    Click For Pricing

    Expedia

    Details
  • Brewster Retreat with Heated Pool, Hot Tub and near Ellis Landing Beach 2387
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    VRBO

    Brewster Retreat with Heated Pool, Hot Tub and near Ellis Landing Beach 2387

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to your Cape Cod getaway. This 4-bedroom, 2.5-bath home in Brewster is just 1/4 mile to Ellis Landing Beach and ...

    Click For Pricing

    VRBO

    Details
  • Walk to beach, Secluded and private home and backyard!
    From $683 per night (USD)

    Expedia

    Walk to beach, Secluded and private home and backyard!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Summary: 18840 - Walk to beach, Secluded and private home and backyard! The Space: Nestled on a hillside in Brewste ...

    From $683 per night (USD)

    Expedia

    Details
  • Spacious home with deck and fire pit!
    From $569 per night (USD)

    VRBO

    Spacious home with deck and fire pit!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 18839 - The Homestead: Spacious home with deck and fire pit! The Space: Discover the charm of The Homestea ...

    From $569 per night (USD)

    VRBO

    Details
  • Great for Families! Brewster Home 6 Mi to Beach
    From $705 per night (USD)

    Expedia

    Great for Families! Brewster Home 6 Mi to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Peaceful Setting | Washer/Dryer | Beach Chairs & Umbrella Enjoy a memorable Cape Cod retreat with your crew at this 3-b ...

    From $705 per night (USD)

    Expedia

    Details
  • Spacious Home With Private Yard Close to Beach Abutting Conservation (2397)
    From $734 per night (USD)

    VRBO

    Spacious Home With Private Yard Close to Beach Abutting Conservation (2397)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this beautifully designed one-story home, perfectly positioned just 0.6 miles from Saints Landing Beach and ot ...

    From $734 per night (USD)

    VRBO

    Details
  •  Cozy 1 bedroom with fenced in yard, porch, close to the bay beach & bike trail.
    From $294 per night (USD)

    Expedia

    Cozy 1 bedroom with fenced in yard, porch, close to the bay beach & bike trail.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to this lovely apartment in Brewster. This fabulous rental features 1 cozy bedroom with a queen bed, a well-equi ...

    From $294 per night (USD)

    Expedia

    Details
  • Vacation Bliss at Ocean Edge RPAM108
    From $489 per night (USD)

    VRBO

    Vacation Bliss at Ocean Edge RPAM108

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Step inside to discover a bright, airy space with gleaming floors, high ceilings, and a layout that feels both inviting ...

    From $489 per night (USD)

    VRBO

    Details
  • Charming Cape Retreat!
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    Expedia

    Charming Cape Retreat!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This summer cottage exudes a charm that beckons visitors to unwind at the end of the day. Nestled in the heart of the c ...

    Click For Pricing

    Expedia

    Details
  • 3-Bedroom House in Gorgeous Brewster
    From $387 per night (USD)

    VRBO

    3-Bedroom House in Gorgeous Brewster

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in Brewster, enjoy what this 3-bedroom 2-Bathroom house has to offer. Step into this enchanting property with 1 ...

    From $387 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom house with AC, WiFi in awesome Brewster w bike trail access
    From $539 per night (USD)

    VRBO

    Charming 3-bedroom house with AC, WiFi in awesome Brewster w bike trail access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You made it, you're on vacation! You take the drive out to the Cape and pull up to your home away from home. You open th ...

    From $539 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club
    From $877 per night (USD)

    VRBO

    Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Inside, this three bedroom, three bathroom, 1,600 sq. ft condo, is featured a well-equipped kitchen with a range of stai ...

    From $877 per night (USD)

    VRBO

    Details
  • Charming 1-bedroom apartment in beautiful Brewster with WiFi, AC
    From $430 per night (USD)

    Expedia

    Charming 1-bedroom apartment in beautiful Brewster with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to this charming apartment in Brewster. This wonderful rental features a cozy bedroom with a king bed, a lovely ...

    From $430 per night (USD)

    Expedia

    Details
  • The Brewster Pearl
    From $673 per night (USD)

    VRBO

    The Brewster Pearl

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Cozy Cape Cod Retreat – Steps from Beaches & Nature. Experience the charm of Cape Cod in this newly renovated, cozy home ...

    From $673 per night (USD)

    VRBO

    Details
  • Short Walk to Private Association Beach!
    From $376 per night (USD)

    VRBO

    Short Walk to Private Association Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Minutes to Private Association Beach! NOW With AC in all bedrooms and a NEW Half Bath! * * * * See end of this ...

    From $376 per night (USD)

    VRBO

    Details
  • Pond front with Private Beach and Central A/C
    From $454 per night (USD)

    VRBO

    Pond front with Private Beach and Central A/C

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Waterfront Cottage on Long Pond! * * * * See end of this description for information about free included ac ...

    From $454 per night (USD)

    VRBO

    Details
  • \Sunrise Cottage\ Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway! (CapeCodProperty 121)
    From $305 per night (USD)

    VRBO

    \"Sunrise Cottage\" Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway! (CapeCodProperty 121)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to Cape Cod Property 121, a cozy and inviting retreat nestled in the charming town of Brewster. This delightful ...

    From $305 per night (USD)

    VRBO

    Details
  • Cape Cod Playhouse: Deck, Hot Tub & Games
    From $489 per night (USD)

    VRBO

    Cape Cod Playhouse: Deck, Hot Tub & Games

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Relax and recharge in this spacious Brewster retreat featuring 2 bedrooms, 3 full baths, and a bonus game room ...

    From $489 per night (USD)

    VRBO

    Details
  • Grandfather's Lane charmer
    From $366 per night (USD)

    VRBO

    Grandfather's Lane charmer

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Central AC & Minutes to Beach! * * * * See end of this description for information about free included act ...

    From $366 per night (USD)

    VRBO

    Details
  • Peak Aug Weeks still avail! Sat-Sat. Brewster Farmhouse Retreat on Seymour Pond
    From $825 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is n ...

    From $825 per night (USD)

    VRBO

    Details
  • Robinson Road Beach House
    From $627 per night (USD)

    VRBO

    Robinson Road Beach House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    10

    Roughly 300 Feet to Private Beach! This cozy 5 bedroom, two full bathroom cottage is just off the shared private beache ...

    From $627 per night (USD)

    VRBO

    Details
  • 3BD Main Street Retreat--A/C, Fire Pit, Enclosed Outdoor Shower
    From $338 per night (USD)

    VRBO

    3BD Main Street Retreat--A/C, Fire Pit, Enclosed Outdoor Shower

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to this lovely vacation rental in Brewster, MA! This three-bedroom, two full-bath duplex* exudes a relaxed Cap ...

    From $338 per night (USD)

    VRBO

    Details
  • Large and Luxurious Cape Cod Escape at Rocky Hill
    From $1373 per night (USD)

    VRBO

    Large and Luxurious Cape Cod Escape at Rocky Hill

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    10

    RelaxAway Vacations LLC Presents our newest Luxury Property: Large and Spacious Cape Cod Escape at Rocky Hill Escape to ...

    From $1373 per night (USD)

    VRBO

    Details
  • Saint's Landing Beach
    From $435 per night (USD)

    VRBO

    Saint's Landing Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Approximately 400 Feet to Saints Landing Beach! * * * * See end of this description for information about f ...

    From $435 per night (USD)

    VRBO

    Details
  • Ocean Edge Cape House with Beach, Pool, and AC ☀️ 🏖
    From $505 per night (USD)

    Expedia

    Ocean Edge Cape House with Beach, Pool, and AC ☀️ 🏖

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Your dream Cape Cod getaway awaits! This classic Cape Cod cottage is nestled in the heart of Brewster, offering a perfe ...

    From $505 per night (USD)

    Expedia

    Details
  • Relax and enjoy the fine residence in beautiful Sea Pines on Cape Cod Bay!
    From $496 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Relax and Enjoy the Finer Things in this Picturesque 2.5 Bedroom, 2 Bath Residence in Beautiful Sea Pines! * * * ...

    From $496 per night (USD)

    VRBO

    Details
  • Delightful Bay Views
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    VRBO

    Delightful Bay Views

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bay Views & Beach Vibes! Welcome to Cape Cottage, your perfect escape with stunning views of the Brewster Flats and Cap ...

    Click For Pricing

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    Details
  • Close to Bayside Beaches w/ Pool Table, Fire Pit
    From $414 per night (USD)

    VRBO

    Close to Bayside Beaches w/ Pool Table, Fire Pit

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Summary: 18826 - Brewster by the Bay: Close to Bayside Beaches w/ Pool Table, Fire Pit The Space: Centrally located ...

    From $414 per night (USD)

    VRBO

    Details
  • Pond Front Overlooking Scenic Lower Mill Pond with Dock
    From $411 per night (USD)

    VRBO

    Pond Front Overlooking Scenic Lower Mill Pond with Dock

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to 'Grandfather's Farm" , your perfect pond and beach getaway in Brewster, MA! * * * * See end of ...

    From $411 per night (USD)

    VRBO

    Details
  • Stylish 2nd floor Ocean Edge condo
    Click For Pricing

    VRBO

    Stylish 2nd floor Ocean Edge condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a stylish experience at this centrally-located place, with walking trails, pools and restaurants near by. The spac ...

    Click For Pricing

    VRBO

    Details
  • Cozy Cape Condo minutes from Brewster Beaches
    From $382 per night (USD)

    VRBO

    Cozy Cape Condo minutes from Brewster Beaches

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Res ...

    From $382 per night (USD)

    VRBO

    Details
  • Lakefront - Long Pond, Brewster: On the water, kayak, swim, fish, relax!
    From $536 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    If you are looking for a party house, please look elsewhere. Our home is located on a quiet dirt road with only a few ho ...

    From $536 per night (USD)

    VRBO

    Details
  • Stroll to Nickerson, Cape Cod Rail Trail, Ocean/Pond Beaches, and Cobie's!
    From $534 per night (USD)

    VRBO

    Stroll to Nickerson, Cape Cod Rail Trail, Ocean/Pond Beaches, and Cobie's!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Brewster family home newly available for rental: 3 bedroom, 2 bath + finished basement (sleeps up to 8). House is on the ...

    From $534 per night (USD)

    VRBO

    Details
  • Quivett Compound 419-B  Magnificent Mansion, Privacy, Pool, Water Views in Brewster
    From $2562 per night (USD)

    VRBO

    Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

    Bedrooms:
    7
    Bathrooms:
    10
    Sleeps:
    20

    This property is professionally managed by Pretty Picky Properties Magnificent Mansion, Privacy, Pool, Water Views in B ...

    From $2562 per night (USD)

    VRBO

    Details
  • Cape Cod Summer Getaway
    From $358 per night (USD)

    Expedia

    Cape Cod Summer Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cape Cod Summer Getaway is located in Brewster, MA on Cape Cod near Cape Cod Bay. It is a short drive or bike ride to th ...

    From $358 per night (USD)

    Expedia

    Details
  • PRIVATE BEACHFRONT,  Watch sunset over the bay. Amazing beach 360 ft long!
    From $561 per night (USD)

    VRBO

    PRIVATE BEACHFRONT, Watch sunset over the bay. Amazing beach 360 ft long!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beach front! A/C WIFI Simple Cottage, Best View on the Cape, safe clean Beautiful Private beach All photos are on the p ...

    From $561 per night (USD)

    VRBO

    Details
  • Bay views and Private beach
    From $796 per night (USD)

    Expedia

    Bay views and Private beach

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    The bright and airy first floor unit looks out onto conservation land, gorgeous gardens, and a sweeping lawn overlooking ...

    From $796 per night (USD)

    Expedia

    Details
  • Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
    From $561 per night (USD)

    VRBO

    Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Peaceful and quiet ocean-side neighborhood. 10 minute walk to Ellis Landing Beach, a mile-long sandy beach. Defined by u ...

    From $561 per night (USD)

    VRBO

    Details
  • Secluded Hideaway Sleeps 4 Monthly $5000.
    From $315 per night (USD)

    VRBO

    Secluded Hideaway Sleeps 4 Monthly $5000.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    1/2 mile to one of Brewsters most beautiful beaches...this delightful getaway offers a peaceful atmosphere with fresh, c ...

    From $315 per night (USD)

    VRBO

    Details
  • In-Ground Plunge Pool Dog Friendly!
    From $698 per night (USD)

    VRBO

    In-Ground Plunge Pool Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Summary: 18829 - Cape Escape: In-Ground Plunge Pool Dog Friendly! The Space: 18829 - Cape Escape: Amazing Home with ...

    From $698 per night (USD)

    VRBO

    Details
  • Walk to Pond, Amazing Backyard!
    From $431 per night (USD)

    Expedia

    Walk to Pond, Amazing Backyard!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 18827 - Turquoise Treasure: Walk to Pond, Amazing Backyard! The Space: Beach volleyball, the beauty of Bre ...

    From $431 per night (USD)

    Expedia

    Details
  • Beautiful Home. Easy Access to Beaches!
    From $410 per night (USD)

    VRBO

    Beautiful Home. Easy Access to Beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: 18828 - Brewster Hideaway: Beautiful Home. Easy Access to Beaches! The Space: Nestled in the secluded Meet ...

    From $410 per night (USD)

    VRBO

    Details
  • Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
    From $348 per night (USD)

    Expedia

    Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Enjoy this 1,000 SF, two bed, 2 full bathroom, 2 showers, at Ocean Edge, situated in the middle of the golf course. This ...

    From $348 per night (USD)

    Expedia

    Details
  • Steps to Upper Mill Pond
    From $639 per night (USD)

    VRBO

    Steps to Upper Mill Pond

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Kick back and relax in this calm, stylish space. Open concept kitchen, dining, and living area perfect for gathering wit ...

    From $639 per night (USD)

    VRBO

    Details
  • Updated in 2024 condo at Ocean Edge - 2BR/2BA- 4 night minimum
    Click For Pricing

    Expedia

    Updated in 2024 condo at Ocean Edge - 2BR/2BA- 4 night minimum

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Can't stay a full week? We are happy to host you for a 4 night minimum, a rarity on the Cape! Our unit boasts an updat ...

    Click For Pricing

    Expedia

    Details
  • Beach Glass—Space, Fun & Furry Friends Welcome
    From $1084 per night (USD)

    VRBO

    Beach Glass—Space, Fun & Furry Friends Welcome

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    5 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...

    From $1084 per night (USD)

    VRBO

    Details
  • Renovated 4BR/2BA expanded Cape on private quiet street
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    Expedia

    Renovated 4BR/2BA expanded Cape on private quiet street

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our renovated 4 BR/2BA home in Cliff Pond Estates on a quiet street. Nickerson State Park is 500 steps away w ...

    Click For Pricing

    Expedia

    Details
  • Walk to Beach! Cape Cod Cottage w/ Fire Pit
    From $701 per night (USD)

    VRBO

    Walk to Beach! Cape Cod Cottage w/ Fire Pit

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Free WiFi (900 Mbps) | Remote-Work Friendly | Pet Welcome w/ Fee Immerse yourself in the coastal beauty and historic ch ...

    From $701 per night (USD)

    VRBO

    Details
  • Private Beach.  Fabulous Bay Views. WIFI
    From $508 per night (USD)

    Expedia

    Private Beach. Fabulous Bay Views. WIFI

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Simple Cottage, natural setting, safe quiet clean huge Beautiful Private beach. We are super hosts with 5 star reviews. ...

    From $508 per night (USD)

    Expedia

    Details
  • Private Cape Cod Cottage. Walk to Ellis Landing Beach!
    From $255 per night (USD)

    VRBO

    Private Cape Cod Cottage. Walk to Ellis Landing Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Newly remodeled, 1 bedroom, 1 bathroom luxury guest cottage. Living room has one queen size bed that sleeps 2 people + ...

    From $255 per night (USD)

    VRBO

    Details
  • New construction within 1 mile of bay beach and Nickerson Park
    From $387 per night (USD)

    Expedia

    New construction within 1 mile of bay beach and Nickerson Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Walk or ride along the Cape Cod Rail Trail to sandy Linnell Landing beach (< 1 mile), Nickerson State Park (1/3 mile) an ...

    From $387 per night (USD)

    Expedia

    Details
  • Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf
    From $1276 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Brand new listing at Ocean Edge in The Villages! Recently purchased and renovated, this standalone home is located at th ...

    From $1276 per night (USD)

    VRBO

    Details
  • Private Path to Cape Cod Bay
    From $728 per night (USD)

    Expedia

    Private Path to Cape Cod Bay

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Just 1/10th mile to a private path to a private association beach on Cape Cod Bay! Extensive renovations make this home ...

    From $728 per night (USD)

    Expedia

    Details
  • New Listing minutes to two state park!
    From $631 per night (USD)

    VRBO

    New Listing minutes to two state park!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Welcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature l ...

    From $631 per night (USD)

    VRBO

    Details
  • Wow! Private Pool, Game Room, and Fire Pit!
    From $688 per night (USD)

    Expedia

    Wow! Private Pool, Game Room, and Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Summary: 18835 - Coastin Time: Wow! Private Pool, Game Room, and Fire Pit! The Space: Discover the epitome of Cape ...

    From $688 per night (USD)

    Expedia

    Details
  • Just a few steps to Ellis Landing Beach!
    From $580 per night (USD)

    VRBO

    Just a few steps to Ellis Landing Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: 18837 - Remembrance: Just a few steps to Ellis Landing Beach! The Space: Nestled in the heart of Brewster, ...

    From $580 per night (USD)

    VRBO

    Details
  • 2 Mi to Beach! Cape Cod Family Retreat w/ Deck
    From $744 per night (USD)

    Expedia

    2 Mi to Beach! Cape Cod Family Retreat w/ Deck

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    13

    Explore the quaint villages, the unique shops, and the spectacular beaches of Cape Cod from this Brewster vacation renta ...

    From $744 per night (USD)

    Expedia

    Details
  • Pond Perch: 239-B  Brewster Pond Front Perfection, Walk to Private Beach
    From $1140 per night (USD)

    VRBO

    Pond Perch: 239-B Brewster Pond Front Perfection, Walk to Private Beach

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    This property is professionally managed by Pretty Picky Properties. Brewster Pond Front Perfection, Private Dock Slee ...

    From $1140 per night (USD)

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  • DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA
    From $728 per night (USD)

    Expedia

    DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to ...

    From $728 per night (USD)

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  • Waterfront on Long Pond and Black Pond!
    From $732 per night (USD)

    VRBO

    Waterfront on Long Pond and Black Pond!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape ...

    From $732 per night (USD)

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  • Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
    From $897 per night (USD)

    Expedia

    Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Recently renovated, all new pottery barn furnishings, this light, bright and airy 3 bedroom, 2 full bath coastal home ha ...

    From $897 per night (USD)

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  • Coastal home in Brewster near beaches and bike path RPMS161
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    VRBO

    Coastal home in Brewster near beaches and bike path RPMS161

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Michelle Sylvia rental collection. Tucked away in a picturesque setting, this beautiful home offers the perfect balance ...

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  • Salty Shell -  Walk to Paine's Creek Beach
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    Expedia

    Salty Shell - Walk to Paine's Creek Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    1 Bedroom - 1 Bathroom - Sleeps 2 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish ...

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  • Cozy Bayside Bungalow with Private Association Beach 3BR 1BA
    From $585 per night (USD)

    VRBO

    Cozy Bayside Bungalow with Private Association Beach 3BR 1BA

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Minutes from the Brewster Flats and Cape Cod Bay! * * * * See end of this description for information about ...

    From $585 per night (USD)

    VRBO

    Details
  • Bright Brewster Beach House Short Walk to Beaches
    From $751 per night (USD)

    VRBO

    Bright Brewster Beach House Short Walk to Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    New to VRBO in 2026 (www.airbnb.com/p/brightbrewsterbeachhouse) This beach inspired home has modern and bright decor, a ...

    From $751 per night (USD)

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    Details
  • Escape to this rare beachfront retreat where the sea is your front yard
    From $737 per night (USD)

    VRBO

    Escape to this rare beachfront retreat where the sea is your front yard

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This beachfront studio condo features a fully equipped kitchen and everything you need for a relaxing stay. Unlike inla ...

    From $737 per night (USD)

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  • Old Cape Charmer
    From $648 per night (USD)

    VRBO

    Old Cape Charmer

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience the best of Brewster from this centrally-located property, perfect for your family's getaway! Enjoy a short d ...

    From $648 per night (USD)

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  • Gorgeous Ocean Edge townhouse in Howland Village with newly renovated kitchen & baths and AC system!
    From $551 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Driftwood Flats – Your Perfect Ocean Edge Retreat! * * * * See end of this description for infor ...

    From $551 per night (USD)

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  • Luxury Waterfront Home on Cape Cod Bay in Brewster with Private Beach Access
    From $1123 per night (USD)

    VRBO

    Luxury Waterfront Home on Cape Cod Bay in Brewster with Private Beach Access

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Expansive, professionally designed home with a large deck, balcony, and outdoor shower. Enjoy unobstructed oce ...

    From $1123 per night (USD)

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  • Ocean Edge Mansion side
    From $792 per night (USD)

    VRBO

    Ocean Edge Mansion side

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Mansion Side Beachfront Rental with Resort Amenities Included **Minimum 1-2 Week Rental Required (and you'll wish you co ...

    From $792 per night (USD)

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    Details
  • Updated 3 Bedroom Offering Hot Tub and Large Yard (2360)
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    Expedia

    Updated 3 Bedroom Offering Hot Tub and Large Yard (2360)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your ideal coastal retreat! Nestled in a serene neighborhood, this charming 3-bedroom rental offers the perfe ...

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  • 10 Million Beach House on the Dunes of Cape Cod Bay - New construction 2022
    From $4548 per night (USD)

    VRBO

    10 Million Beach House on the Dunes of Cape Cod Bay - New construction 2022

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    16

    5000 Sq Ft modern red cedar clad masterpiece, cantilevered decks hang over the dunes with direct beach access from the d ...

    From $4548 per night (USD)

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  • Great Home With Large Yard 300 Yards To Sheep's Pond (2277)
    From $377 per night (USD)

    Expedia

    Great Home With Large Yard 300 Yards To Sheep's Pond (2277)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    You and your guests will make lasting memories in this charming updated home featuring independent climate control in ea ...

    From $377 per night (USD)

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  • Breakwater Acres 164-B  Luxurious Estate by the Bay in Brewster
    From $2285 per night (USD)

    VRBO

    Breakwater Acres 164-B Luxurious Estate by the Bay in Brewster

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    20

    This property is professionally managed by Pretty Picky Properties Luxurious Estate by the Bay in Brewster: Sleeps 2 ...

    From $2285 per night (USD)

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    Details
  • Lower Level Apartment Close to Town and Beaches (2314)
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    Expedia

    Lower Level Apartment Close to Town and Beaches (2314)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to this spacious one-bedroom apartment that comfortably accommodates up to four people. As you step inside, you' ...

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  • Brewster Beachfront Gem!
    From $1831 per night (USD)

    VRBO

    Brewster Beachfront Gem!

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    “Enjoy a truly unique experience when old meets new, featuring a newly constructed modern home together with a renovated ...

    From $1831 per night (USD)

    VRBO

    Details
  • Close to Beach and Main Street!
    From $318 per night (USD)

    VRBO

    Close to Beach and Main Street!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Close to Point of Rocks Beach, Brewster Shops & Restaurants! This charming vacation rental offers a peaceful retreat fo ...

    From $318 per night (USD)

    VRBO

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  • \La Baleine Bleue\! Stylish 3BD Beach Cottage--Central Air, Patio, Outdoor Shower, Association Beach Access
    From $532 per night (USD)

    VRBO

    \"La Baleine Bleue\"! Stylish 3BD Beach Cottage--Central Air, Patio, Outdoor Shower, Association Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind at "La Baleine Bleue", a stylish Brewster beach cottage! * * * * See end of this description f ...

    From $532 per night (USD)

    VRBO

    Details
  • Only a Half of a mile to Crosby Landing Beach in Brewster on Cape Cod Bay. Pets Considered.
    From $581 per night (USD)

    VRBO

    Only a Half of a mile to Crosby Landing Beach in Brewster on Cape Cod Bay. Pets Considered.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to “SALT AIR” - Charming Beach Cottage with Outdoor Shower – Just 0.5 Mile to Crosby Landing Beach! * * * ...

    From $581 per night (USD)

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  • Beautiful Brewster Green Resort Condo with Many Amenities
    From $285 per night (USD)

    VRBO

    Beautiful Brewster Green Resort Condo with Many Amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Newly Renovated, large, 1,200 square foot, 2 bedroom, 2 bath condominium. Unit has cathedral ceilings with bright open d ...

    From $285 per night (USD)

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  • Beautiful condo at Ocean Edge
    From $413 per night (USD)

    VRBO

    Beautiful condo at Ocean Edge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Condo at Ocean Edge This lovely Eaton Village apartment is located in a quiet area and features peeks of the golf cours ...

    From $413 per night (USD)

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