Vacation rentals in Brewster

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Brewster

  • Total vacation rentals

    Explore 470 vacation rentals in Brewster

  • Nightly prices starting at

    Brewster vacation rentals start at $85 CAD per night before taxes and fees

  • Verified guest reviews

    Over 16,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    460 of Brewster vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Brewster rentals

  • 4.9 Average rating

    Brewster stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Brewster

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A bright kitchen area features a fully equipped setup with a washer/dryer combo and a cozy dining nook for two. A peaceful view of the water is displayed alongside a comfortable outdoor seating arrangement around a fire pit. A nicely decorated sleeping area includes a spacious bed with soft linens.
Tiny homes in Brewster
5 out of 5 average rating, 71 reviews

BlueSky Cottage! Tiny Luxury! Firepit/patio/petOK

Blue Sky Cottage 💙 ⛅️ -located within The Salty Doors Cottage Community! 🌟Fully renovated 🌟 Fully equipped kitchen 🌟 Washer/Dryer combo 🌟High quality memory foam Queen mattress 🌟 Cotton linens 🌟 Down pillows/blankets 🌟 Cotton towels 🌟 Shower toiletries 🌟 Custom dining nook for 2 🌟Private screened in porch 🌟Private patio-propane fire pit 🌟 BBQ propane grill 🌟 Two 43” smart TVs 🌟 Stand up shower/full BR 🌟 1 pet allowed 30lbs and under *additonal $30/per night pet fee will be due after booking

Top guest favourite
A spacious sleeping area is highlighted by a king-sized bed adorned with white linens and accented with yellow pillows. A vintage-style claw-foot tub is positioned nearby against a backdrop of richly textured green tiles. Natural light floods the room through a window, complemented by decorative plants.
Guesthouse in Brewster
4.96 out of 5 average rating, 25 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Top guest favourite
Home in Eastham
5 out of 5 average rating, 7 reviews

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

Top guest favourite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Apartment in Brewster
4.97 out of 5 average rating, 127 reviews

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Top guest favourite
The exterior of the Brewster Farmhouse is showcased, featuring a charming stone facade with green trim. A well-maintained yard surrounds the house, adorned with autumn foliage. The entryway includes two large windows framed by shrubs, with a welcoming double door at the center.
Home in Brewster
4.98 out of 5 average rating, 103 reviews

Cape Cod Farmhouse: Walk to the Beach in Brewster!

Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Top guest favourite
Guesthouse in Brewster
4.95 out of 5 average rating, 148 reviews

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Top guest favourite
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis
4.98 out of 5 average rating, 53 reviews

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Top guest favourite
The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.
Condo in Brewster
4.89 out of 5 average rating, 353 reviews

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Guest favourite
Bright and airy living space is highlighted by a spiral staircase leading to an open loft. A plush light grey sofa faces a coffee table on a woven area rug, while a dining table and chairs are visible in the background. Modern kitchen cabinetry offers a sleek contrast.
Apartment in Brewster
5 out of 5 average rating, 26 reviews

Townhouse at Ocean Edge 2B/2B + Loft

Experience resort-style living at its finest! Tucked away just a 10-minute drive to the beach, this delightful townhouse offers the perfect blend of comfort and convenience. With two bedrooms, two baths, and an additional cozy loft space, there's ample room for relaxation. Enjoy lounging on the patio, take a refreshing dip in one of the resort pools (for an additional fee paid directly to Ocean Edge) or head to the beach for some sun and surf. Your ultimate getaway awaits!

Guest favourite
The cottage's exterior features a light blue door, framed by multiple windows with green shutters. A walkway leads to the entrance, bordered by low greenery and natural landscaping, creating an inviting and serene environment. A tall tree provides shade to the front yard.
Home in Brewster
5 out of 5 average rating, 17 reviews

The Getaweigh: Walk to private beach & town!

Our newly renovated beach cottage is in the Pineland Park private community and is a short 5 minute walk to a beautiful private community beach available to you! The cottage features a spacious open concept living area with sky lights and a brand new kitchen, bathroom, living space and central air. Outdoors space has an oversized deck, grill and shower. Walk to locally owned bookstore, restaurants and Cape Cod Rail Trail. Sheets and towels are not provided.

Superhost
An open-concept living area is highlighted by a stone fireplace and vaulted ceilings. A large dining table with blue chairs is visible alongside a sectional sofa. Natural light enters through a skylight and large windows, illuminating the light-colored walls and hardwood flooring.
Home in Chatham
4.94 out of 5 average rating, 66 reviews

Moongazer, Newly renovated, Family gathering place

Welcome to Moongazer! A quiet, spacious, light filled gathering place for your family. You will be greeted by soaring vaulted ceilings stepping into the open concept core of the home. Retire to large bedrooms tastefully decorated in a traditional Cape Cod style. All the air conditioned comforts of home are here on a large 1/2 acre lot located in the desirable area south of route 28. Bring or rent kayaks to take advantage of our private access to Taylors pond.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 589 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Popular amenities for Brewster vacation rentals

When is the best time to visit Brewster?

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Avg. price$397 CAD$390 CAD$369 CAD$372 CAD$421 CAD$491 CAD$609 CAD$603 CAD$426 CAD$386 CAD$355 CAD$379 CAD
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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 230 vacation rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

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

    Experience the best of Brewster with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 house rentals in Brewster have self check-in?

    Absolutely! We offer over 90 house rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brewster have a bbq area?

    Absolutely! We offer over 150 house rentals with a bbq area in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brewster have a gym?

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

  • Are there family-friendly house rentals in Brewster?

    Brewster has more than 280 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.