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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 Beach31 locals recommend
Sesuit Harbor Cafe79 locals recommend
Nickerson State Park55 locals recommend

House rentals in Brewster

Top guest favorite
The exterior of a traditional Cape style home is surrounded by lush greenery and blooming flowers. A pathway leads to the welcoming front porch, with large windows allowing natural light to illuminate the interior. Soft sunlight filters through the trees overhead, enhancing the serene landscape.
Home in Brewster
5 out of 5 average rating, 21 reviews

Brewster Cape House

Guest favorite
A single-story cottage is nestled among lush greenery, featuring a warm facade and a deck with seating. Surrounding grass is well-maintained, and mature trees provide shade. A gravel driveway leads to the entrance, offering a serene atmosphere for relaxation.
Home in Brewster
4.93 out of 5 average rating, 14 reviews

Close to Brewster Beaches!

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, 161 reviews

Chatham Charmer

Guest favorite
The entryway features a light-colored wood shingle façade, with a blue front door and a flag hanging above. A small deck leads to the entrance, surrounded by colorful flower beds and a stone pathway, enhancing the home's curb appeal.
Home in Brewster
5 out of 5 average rating, 27 reviews

Beautiful 4 bed/3 bath in Brewster, MA

Superhost
A charming Cape Cod cottage is framed by manicured landscaping, featuring a gravel pathway leading to a welcoming front door. Window boxes with blooming flowers accentuate the traditional red exterior, while lush green shrubs and trees provide a peaceful ambiance.
Home in Brewster
4.92 out of 5 average rating, 93 reviews

Brewster Bay Getaway

Superhost
A charming exterior of a Cape Cod house is framed by verdant trees and a gravel driveway. The structure features a pitched roof, large windows, and a welcoming front porch with seating arrangements. Lush greenery surrounds the property, enhancing its serene rural setting.
Home in Brewster
4.93 out of 5 average rating, 40 reviews

Bayside retreat - Brewster flats

Guest favorite
A cozy living room features a plush sofa with decorative pillows and a comfortable armchair. A dark wood coffee table rests on soft carpeting, with natural light illuminating the space through windows. Wall art adds character, while a modern television is mounted above a classic fireplace.
Home in Brewster
4.89 out of 5 average rating, 9 reviews

Old Cape Charmer

Guest favorite
A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.
Home in Eastham
4.97 out of 5 average rating, 178 reviews

The Sea Captain's Carriage House

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Private vacation rentals in Brewster

Guest favorite
The kitchenette is equipped with essential appliances like a microwave and coffee maker, situated on a wooden surface. Light streams in through the glass door leading to the private deck, while shelves store various condiments and cups. A cozy rug lies at the entrance.
Guest suite in Harwich
4.91 out of 5 average rating, 45 reviews

BB's Hideaway (A Cape Cod Experience)

Superhost
This modern kitchen features a spacious island with butcher block counters and stainless steel appliances. Natural light enters through large windows, highlighting the open concept layout. Nearby, a staircase leads to the upper level, with a dining area showcasing wooden chairs and a stone accent wall.
Home in Brewster
4.91 out of 5 average rating, 76 reviews

Brewster Hideaway

Top guest favorite
A serene beach scene at sunset is displayed, showing two individuals seated on a wooden structure overlooking a calm shoreline. Soft waves gently lap at the sandy beach, while warm colors from the setting sun reflect on the water's surface.
Home in West Harwich
5 out of 5 average rating, 23 reviews

Romantic little Cape Cod Cottage on Rail Trail

Superhost
Condo in Brewster
4.88 out of 5 average rating, 40 reviews

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Guest favorite
A lighted private heated saltwater pool is enclosed by a black fence. Adjacent to the pool, a putting green with two golf clubs is visible. Spare chairs are positioned on the poolside, and a section of lawn is adorned with vibrant grass under soft natural light.
Home in Brewster
4.97 out of 5 average rating, 35 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

Superhost
A spacious fenced-in yard is showcased, featuring a circular sitting area with five white Adirondack chairs arranged around a fire pit. Lush greenery and flowering shrubs create a tranquil backdrop, while a home is visible in the distance under a clear blue sky.
Home in Brewster
4.94 out of 5 average rating, 17 reviews

Family-Friendly Home with Expansive Backyard!

Guest favorite
A natural wreath is displayed on a weathered wooden wall, featuring slender branches and decorative berries. The neutral tones of the wreath complement the textured shingles, creating a harmonious connection with the rustic exterior.
Cottage in Brewster
4.92 out of 5 average rating, 24 reviews

Cozy Cottage

Guest favorite
A modern kitchen features light grey cabinetry and countertops, complemented by stainless steel appliances. Ample natural light streams through large windows, illuminating the space. A dining area with a table and chairs is visible in the background, creating a functional and inviting atmosphere.
Home in Harwich
5 out of 5 average rating, 13 reviews

Newly Renovated in Harwich: After Dune Delight

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Beach house rentals in Brewster

Top guest favorite
A classic two-story home is depicted with a wooden facade and a welcoming front porch, which is accented by a white railing. An American flag gently waves above the entrance. Lush greenery and a white picket fence frame the property.
Home in Orleans
5 out of 5 average rating, 65 reviews

Cape Cod Charmer

Guest favorite
A well-lit living area features a modern sofa set against a white wall. Two rattan chairs are arranged near a round mirror above a decorative fireplace. A wooden coffee table sits on a plush white rug, with a small indoor plant nearby. An open kitchen area is visible in the background.
Home in Hyannis Port
5 out of 5 average rating, 13 reviews

Beach Cottage

Superhost
The spacious fenced-in backyard features a well-maintained lawn, with outdoor games available, including cornhole. A granite patio area is equipped with a dining table and chairs, perfect for gatherings. The house is visible in the background, complementing the outdoor setting.
Home in West Harwich
5 out of 5 average rating, 4 reviews

The Cape Codder: Large Yard, Steps to Town & Beach

Guest favorite
A wooden boardwalk leads toward a sandy beach, flanked by tall grasses and plants. The calm ocean stretches out to the horizon, reflecting soft pastel colors of the sky as the sun sets, creating a serene coastal scene.
Home in East Sandwich
4.91 out of 5 average rating, 80 reviews

Cozy Cape Escape with Private Beach!

Top guest favorite
A sunroom features large windows allowing natural light to fill the space. A comfortable sofa with floral patterns sits at the center, while a fan hangs from the wooden ceiling above. Bright yellow flowers in a vase add a touch of color to the room.
Home in Centerville
5 out of 5 average rating, 70 reviews

1MILE TO BEACH* Central Location * BEACH PASS *

Top guest favorite
A vibrant sunset paints the sky in shades of orange and pink, reflecting vividly on the still water. A lone boat is anchored in the distance, surrounded by lush greenery along the shoreline, while smooth rocks emerge gently from the water's edge.
Home in Brewster
5 out of 5 average rating, 90 reviews

Enjoy Shimmering Fresh Water & Amazing Sunsets

Guest favorite
The exterior of a charming summer home is depicted, featuring a light grey shingle facade and distinctive yellow door. Lush green grass surrounds the property, with flowering shrubs positioned along the walkway. Multiple windows line the front, allowing for ample natural light.
Home in Chatham
4.99 out of 5 average rating, 85 reviews

Chatham House Near Town and Beach

Guest favorite
The living area features two blue sofas adorned with colorful accent pillows, positioned around a light-colored coffee table on a patterned rug. A vibrant red door adds a pop of color, and nautical flag artwork is displayed on the wall, enhancing the maritime theme.
Home in Hyannis Port
4.96 out of 5 average rating, 25 reviews

Private Cape House - Walk to Beach

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Quick stats about vacation rentals in Brewster

  • Total rentals

    450 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    360 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 720 vacation rentals in Pleasant Lake, over 190 vacation rentals in West Brewster, and over 190 vacation rentals in East Brewster.

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

    Yes! Work meets play with ease at over 200 vacation rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Brewster with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

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

  • Are there pet-friendly vacation rentals in Brewster?

    Four-legged friends are welcome in Brewster. Choose from more than 160 vacation 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 private suite rentals in Brewster have wifi?

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

  • Are there Brewster house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cabin rentals in Brewster have a bbq area?

    Absolutely! We offer over 10 cabin 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