Vacation rentals in Brewster

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Brewster

  • Total vacation rentals

    Explore 510 vacation rentals in Brewster

  • Nightly prices starting at

    Brewster vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 16,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    420 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    500 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.

1 of 1 pages1 / 1
Guest favourite
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.87 out of 5 average rating, 242 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Top guest favourite
A vibrant garden displays blooming red roses and a variety of colorful flowers. An earthenware pot adds earthy tones, complementing the lush greenery. A rustic shed with wooden shutters serves as a backdrop to this lively scene, offering a glimpse of tranquility.
Home in Brewster
4.99 out of 5 average rating, 88 reviews

“Rooster Cottage and Gardens” Entire Private Home

Rooster Cottage and Gardens is located on a quiet street in Brewster. The home has many new features including updated kitchen and new furniture. Distance to Cape Cod Bay, 4 mi.; Atlantic Ocean, 7 mi.; Ptown, 23 mi. For travel nurses, we are 13 miles from Cape Cod Hospital. There are nearby stores, bakeries, restaurants, and the excellent Brewster Ladies Public Library. The porch overlooks the private gardens. We love gardening and try for interesting views & foraging for birds even in winter.

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, 28 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
A serene sunset displays vibrant hues of orange, pink, and purple across the water. Soft clouds reflect the colorful sky above a calm bay, creating a tranquil atmosphere. The smooth shoreline is visible in the foreground, leading to the water's edge.
Cottage in Brewster
4.96 out of 5 average rating, 23 reviews

Amazing Sunsets

No more packing up to go to the beach! Enjoy spectacular ever-changing bay views, amazing sunsets, with a private pristine white sand beach in a charming, historic Cape Cod beachfront cottage. Quiet neighborhood, close to shopping, bike trails, fine dining and attractions, centrally located, making it easy to access any area of Cape Cod. Pets allowed for additional fee. Please contact host for details .Addt'l Guest cottage available to book also-see Private Brewster Beachfront Guest Cottage

Top guest favourite
Home in Eastham
5 out of 5 average rating, 12 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, 415 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.
Apartment in Brewster
4.97 out of 5 average rating, 130 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
Guesthouse in Brewster
4.94 out of 5 average rating, 160 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.

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
4.97 out of 5 average rating, 60 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

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
4.93 out of 5 average rating, 15 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.

Top guest favourite
Home in Brewster
5 out of 5 average rating, 26 reviews

The Brewster Pearl Brewster 3 bed 2 bath

Cozy home embracing an authentic Cape Cod feel. Newly renovated. Spend the day at the beach and an evening under the stars on the quiet outdoor deck and patio. Newly installed outdoor shower. This home is just minutes to Brewster beaches where you can experience the natural phenomenon known as the Brewster flats. Where the low tide extends for more than a mile. Perfect beaches for kids. Explore the tide pools, take a long walk or even visit a local oyster farm.

Guest favourite
A cozy sleeping area showcases a patterned bedspread with floral designs, complemented by matching pillows and a neatly arranged stack of towels. A bedside table holds a lamp and a small bouquet, while a striking floral wallpaper adds warmth to the room.
Home in Brewster
4.96 out of 5 average rating, 82 reviews

Luxury Beach House! Firepit&PetoK&2Kingbeds

⚓️THE CAPTAIN’S HOUSE ⚓️ *sleeps 8 (max 6 adults) * sq ft *2 king beds *1 queen *1 twin *1 tiny twin (38”W x 62”L) *3 full bathrooms *Laundry room *Gas fireplace *4 Smart TV’s/1 frame TV *Fullequipped kitchen *outdoor fire pit/seating (propane) *Dining for 8 *Cotton linens/towels provided *Dedicated Workspaces (2) *High Speed WiFi * Under 5 mins away=Paines Creek Beach, Drummer Boy Park, Cape Museum Natural History, and more! *1 dog allowed $30/per night pet fee

Popular amenities for Brewster vacation rentals

When is the best time to visit Brewster?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$390 CAD$383 CAD$362 CAD$383 CAD$416 CAD$509 CAD$597 CAD$592 CAD$418 CAD$379 CAD$348 CAD$372 CAD
Avg. temp0 °C0 °C3 °C7 °C12 °C17 °C21 °C21 °C18 °C13 °C8 °C3 °C

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 160 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.