Holiday rentals in Brewster

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Brewster

  • Total holiday rentals

    Explore 510 holiday rentals in Brewster

  • Nightly prices starting at

    Brewster holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 16,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    500 of Brewster holiday 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 holiday 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 home in Brewster
5 out of 5 average rating, 75 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
An outdoor seating area is presented with plush, striped furniture and a large firepit at the center. A bright turquoise umbrella provides shade, while the tranquil waterfront view showcases shimmering water and greenery. Potted flowers add a touch of color to the serene setting.
Home in Harwich
4.96 out of 5 average rating, 84 reviews

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

*Beautifully decorated waterfront cottage w/ bluestone patio- private beach 🏡 * Directly on Cape Cod Rail Trail Bike Path 🚲 *Sunsets from the couch 🌅 *Central A/C ❄️ *Private sandy beach on crystal clear lake 🏖️ *2 Kayaks, 6 Bikes & 2 SUP’s incl- 🛶 🚲 saving $400-$600 in rental fees *6min drive to Bay Beach🏝️ *Large waterfront LR w/65" Frame TV 📺 * Beds-1 king, 1 queen, 2 twins 🛌 *Gas Fire-table 🔥 *Outdoor shower 🚿 *Woodburning FPL in LR * Pet friendly-$30/nt 🐶 😺

Top guest favourite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Apartment in Brewster
5 out of 5 average rating, 92 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.

Top guest favourite
Home in Eastham
5 out of 5 average rating, 9 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 wooden sign is displayed, featuring a welcoming message that reads 'welcome to Cape Cod.' The text is artistically styled, with blue waves and a small sailing boat illustrated underneath.
Guest suite in Brewster
4.97 out of 5 average rating, 410 reviews

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

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.
Flat in Brewster
4.97 out of 5 average rating, 128 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
A spacious living area features a comfortable blue sofa with decorative pillows and a wooden dining table with chairs. A brick fireplace adds warmth, and the kitchenette is visible in the background, showcasing modern appliances and cabinetry. Natural light fills the room through large windows.
Guest suite in Brewster
5 out of 5 average rating, 18 reviews

A Ferny Nook in Beautiful Brewster - Private Entry

Tucked beneath a Cape Cod home in Brewster, The Ferny Nook is a light-filled studio surrounded by greenery. Wake to daylight through the windows, sip coffee on your private patio, and unwind in a cozy nook that feels tranquil and welcoming. Inside, you’ll find: A fully equipped kitchenette A comfortable queen bed A clean, private bathroom An easy bike ride to Cape Cod Bay beaches, it’s the perfect home base for adventure or simply relaxing in a green corner of Brewster.

Top guest favourite
Guest house in Brewster
4.95 out of 5 average rating, 152 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, 56 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 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, 18 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.

Top guest favourite
A charming two-story home is nestled among the trees, featuring a gray exterior and a welcoming red front door. Lush green shrubbery and blooming flowers are visible near the entrance, enhancing the natural setting.
Home in Brewster
4.93 out of 5 average rating, 160 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

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, 594 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 holiday rentals

When is the best time to visit Brewster?

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Avg. price£207£203£192£194£219£256£317£314£222£201£185£197
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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 250 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 170 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 30 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 310 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.