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Vacation rentals in Brewster

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brewster vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Stay near Brewster's top sights

Skaket Beach89 locals recommend
Sesuit Harbor Cafe257 locals recommend
Nickerson State Park171 locals recommend

House rentals in Brewster

Top guest favorite
A charming cottage exterior is visible, featuring a gray shingle facade and a red brick chimney. Lush green shrubs and blooming hydrangeas line the pathway, leading to a welcoming entrance. The sunroom is situated to the left, showcasing windows that enhance natural light.
Home in Chatham
5 out of 5 average rating, 173 reviews

Chatham Charmer

Top guest favorite
The exterior of the cottage is showcased, featuring a well-maintained front yard. The house presents a charming façade with a sloped roof and multiple windows. A covered porch with rocking chairs invites relaxation. Vibrant purple flowers and a flagpole add a touch of color to the scene.
Home in Dennis Port
4.95 out of 5 average rating, 112 reviews

2 bedroom home w. screened in porch

Superhost
A sandy pathway is framed by lush green bushes, leading toward a coastal view. Calm waters stretch into the distance, reflecting the soft blue sky with scattered clouds. The tranquil beach setting invites exploration and relaxation.
Home in Brewster
4.93 out of 5 average rating, 97 reviews

Brewster Bay Getaway; walk to private & pub. beach

Top guest favorite
A cozy living area features a decorative gas fireplace surrounded by a brick mantel. Natural light filters through nearby windows, illuminating a comfortable armchair and a neutral area rug. Decorative elements, such as a large shell and vases, enhance the welcoming ambiance.
Home in Harwich Center
4.98 out of 5 average rating, 121 reviews

Cheerful home- steps away from a beautiful pond.

Superhost
A hot tub is positioned on a wooden deck, surrounded by lush greenery. Soft, ambient lighting is strung overhead, creating a relaxing atmosphere. The side of a cottage can be seen in the background, blending rustic charm with natural surroundings.
Home in Brewster
4.84 out of 5 average rating, 25 reviews

3 min to Beach, Hot Tub, Sleeps 12, Bocce Ball

Top guest favorite
Home in Dennis Port
4.96 out of 5 average rating, 104 reviews

Olga’s Place

Superhost
Home in Wellfleet
4.86 out of 5 average rating, 116 reviews

A Cape Escape with Water Views from Every Room

Top guest favorite
A charming entrance to the cottage is framed by lush green shrubs and flowering plants. Sunlight filters through the leaves, casting gentle shadows on the stone steps leading to the door. A small table and chairs sit nearby on the brick patio.
Home in Harwich Port
4.96 out of 5 average rating, 113 reviews

Pebbles-romantic cottage for two!

Beach house rentals in Brewster

Guest favorite
A charming beach house is nestled on a sandy shoreline, surrounded by sparse vegetation. Large windows and a welcoming deck provide unobstructed views of the bay. A set of stairs leads down to the rocky beach area, offering easy access to the water.
Home in North Eastham
5 out of 5 average rating, 48 reviews

On the water/Dog Friendly/Sleeps 7/SeaDuction

Guest favorite
The photo captures a collection of charming coastal cottages nestled along a sandy beach. A road runs parallel to the shoreline, lined with greenery and flowering plants. The sunny sky and natural landscape enhance the serene seaside setting.
Home in Wellfleet
4.83 out of 5 average rating, 6 reviews

Sandy beach cottage on Wellfleet Bay

Guest favorite
Home in Plymouth
4.97 out of 5 average rating, 30 reviews

Oceanfront Home on Cape Cod Bay with Beach Access

Guest favorite
A well-appointed kitchen featuring a stainless steel sink beneath a large window, allowing natural light to illuminate the space. A potted plant with vibrant flowers adds a touch of color, while a banana rest on the countertop enhances the functional atmosphere.
Home in Brewster
4.86 out of 5 average rating, 7 reviews

Huge Private Beach Fab Bay View

Top guest favorite
Home in West Yarmouth
5 out of 5 average rating, 8 reviews

Sunset on Shore - Lewis Bay Waterfront

Top guest favorite
A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.
Home in Chatham
4.98 out of 5 average rating, 90 reviews

Beachfront Charmer! Newly Renovated.

Top guest favorite
Aerial view captures a stretch of shoreline with gentle waves lapping against sandy beaches. Several cottages line the landscape, showcasing varied roofs and exteriors. Grassy patches and dirt roads are visible, conveying a tranquil coastal environment.
Home in North Eastham
4.98 out of 5 average rating, 136 reviews

Private Bay Beach and Sunset Views! Dog friendly.

Top guest favorite
A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.
Home in Hyannis Port
4.89 out of 5 average rating, 186 reviews

Cottage with private beach in Hyannis Port

Lakefront house rentals in Brewster

Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in West Yarmouth
5 out of 5 average rating, 327 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Top guest favorite
A bright living space features a white couch adorned with a yellow floral accent pillow. A glass coffee table sits in front of the couch. The wall showcases three art panels depicting a boat. A wooden dining table is visible in the background, surrounded by chairs.
Home in Centerville
5 out of 5 average rating, 45 reviews

Lake charm

Guest favorite
Two white Adirondack chairs are positioned on a sandy beach area by Wequaquet Lake, facing calm waters. A swan glides gracefully in the distance, surrounded by greenery. The serene landscape offers a sense of tranquility, ideal for relaxation.
Home in Barnstable
4.98 out of 5 average rating, 50 reviews

Private Lake Beach | Spectacular Views & Amenities

Top guest favorite
Home in Yarmouth Port
5 out of 5 average rating, 84 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

Guest favorite
An open living area features natural wood flooring and soft blue walls. A round dining table sits beside a cozy seating arrangement, creating an inviting space. Large windows enhance natural light, and a modern kitchen area is visible in the background.
Home in Mashpee
4.93 out of 5 average rating, 153 reviews

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Top guest favorite
A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.
Home in South Yarmouth
4.94 out of 5 average rating, 244 reviews

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

Guest favorite
The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.
Home in Dennis
4.93 out of 5 average rating, 58 reviews

Cape Cod Lakefront Home

Guest favorite
A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.
Home in Chatham
4.91 out of 5 average rating, 93 reviews

Spacious studio on lovely pond in Chatham

Quick stats about vacation rentals in Brewster

  • Total rentals

    460 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    370 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Frequently Asked Questions

  • Where should I stay in Brewster?

    Make yourself at home in Brewster by choosing from our most frequently booked neighborhoods. We have over 200 vacation rentals in East Brewster, over 1,860 vacation rentals in East Harwich, and over 740 vacation rentals in Pleasant Lake.

  • Are there house rentals with a dedicated workspace in Brewster?

    Yes! Work meets play with ease at over 150 house rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in private suite rentals in Brewster?

    Experience the best of Brewster with our private suite rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Brewster?

    Four-legged friends are welcome in Brewster. Choose from more than 120 house rentals for guests traveling with pets.

  • Do house rentals in Brewster have self check-in?

    Absolutely! We offer over 100 house rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Brewster have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Are there Brewster condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Condo Rentals in Brewster?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a gym, over 10 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do condo rentals in Brewster have a bbq area?

    Absolutely! We offer over 10 condo rentals with a bbq area in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Brewster have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Brewster. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore