Holiday houses in Brewster

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Brewster

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

%{current} / %{total}1 / 1
Top Guest favourite
The living area features a light-colored sofa complemented by two armchairs, arranged around a patterned rug. A piece of artwork depicting sailboats adorns the wall, while natural light enters through two windows, enhancing the inviting ambiance.
Home in Brewster
4.99 out of 5 average rating, 123 reviews

Perfect Cape Cod vacation home

SUPER LOCATION for biking & hiking! Quiet neighborhood with direct access to 31 mile Cape Cod Rail Trail, 1900 acre Nickerson State Park and local clam shack / ice cream shop. Easy walking / biking access to Linnell & Crosby Landing Cape Cod Bay beaches and Flax & Cliff Pond fresh water beaches. Easy drive to towns of Orleans, Chatham, Harwich & Dennis. Whether it's a quiet walk, an exhilarating bike ride, salt or fresh water beaches, or a comfortable place to relax, this house has it all!

Top Guest favourite
A charming cottage exterior is framed by blooming cherry blossom trees. A light-colored deck features a small café table with chairs, surrounded by various potted flowers. Large windows allow natural light to fill the interior, enhancing the welcoming ambiance of the outdoor space.
Guesthouse in Brewster
4.92 out of 5 average rating, 270 reviews

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

Top Guest favourite
Home in Brewster
4.92 out of 5 average rating, 154 reviews

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

Spacious, peaceful mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth (+ bidets) - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

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, 125 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, 10 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
The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.
Apartment in Brewster
5 out of 5 average rating, 67 reviews

The Book Nook

A book lover’s dream! Situated atop the historic Brewster Book Store, this charming, newly renovated one bedroom apartment comes with well-stocked bookshelves and a cozy reading room. Located in the heart of Brewster, the apartment gives you easy access to Cape Cod Bay, ocean beaches, Cape Cod Rail Trail, Nickerson State Park, Cape Rep Theater, Cape Cod Natural History History Museum, Cape Cod Baseball League games, walking trails, art galleries, antique stores and much more.

Guest favourite
The bathroom features a freestanding white soaking tub with a wooden shelf holding toiletries and a glass of wine. A textured blue throw is draped over the side, and a light blue mat with the word 'PEACH' adds a touch of color.
Apartment in Brewster
4.96 out of 5 average rating, 181 reviews

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

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
4.88 out of 5 average rating, 344 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
A beachfront retreat is shown, framed by sandy dunes and greenery. The structure features a unique architectural design with a circular turret. A wooden deck wraps around the home, providing views of the beach and ocean just a few steps away.
Condo in Brewster
4.91 out of 5 average rating, 11 reviews

Oceanfront condo on Brewster Flats

Escape to this rare beachfront retreat where the ocean is your front yard. Unlike inland rentals, this studio condo offers direct beach access and the calming sound of waves to lull you to sleep. No driving, no packing—just step outside and you're there. Enjoy coffee on the deck, spend the day swimming or sunbathing just steps away, and watch the sunset over the water—all without leaving home. It’s the kind of coastal escape inland properties simply can’t match.

Guest favourite
A charming two-story structure features dark wooden siding and a welcoming entryway. Surrounding greenery includes tall trees and well-maintained shrubs, providing a serene outdoor setting. A grassy area leads up to the building, emphasized by a clear blue sky overhead.
Home in Brewster
4.92 out of 5 average rating, 285 reviews

Privacy with Cape Cod charm

This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

Top Guest favourite
An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.
Home in Brewster
4.99 out of 5 average rating, 201 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

Top Guest favourite
Townhouse in Brewster
4.87 out of 5 average rating, 113 reviews

Ocean Edge Cape House with Beach, Pool, and AC

Your dream Cape Cod getaway awaits! This classic Cape Cod cottage is nestled in the heart of Brewster, offering a perfect blend of comfort, relaxation, and outdoor adventure. With access to a private beach, resort-style amenities, and iconic local attractions, this is the ultimate retreat for families, couples, or groups looking to experience the best of the Cape.

Popular amenities for Brewster holiday rentals

When is the best time to visit Brewster?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$474 NZD$466 NZD$441 NZD$444 NZD$503 NZD$586 NZD$727 NZD$720 NZD$508 NZD$461 NZD$424 NZD$452 NZD
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C

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 750 vacation rentals in Pleasant Lake, and over 1,860 vacation rentals in East Harwich.

  • 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 80 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with a bbq area, over 20 homes with a gym, over 80 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Brewster

  • Total holiday rentals

    Explore 470 holiday rentals in Brewster

  • Nightly prices starting at

    Brewster holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 16,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    460 of Brewster holiday rentals include Wi-Fi 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!