
Vacation rentals in Brewster
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Top-rated vacation rentals in Brewster
Guests agree: these stays are highly rated for location, cleanliness, and more.

Shop, Swim, Hike, Bike in Historic Brewster
Spacious, sunny, A/C'd, one floor cottage! Centrally located: 1.3 mi to beach, .5 mi walk to the charming Brewster Store, Brewster Scoop & Route 6A. The bike trail is 1 min bike ride. Sheeps Pond is 1.3 mi; you can swim, kayak, canoe, fish. Newer mattresses/pillows, bunk bed for kids. Laundry facilities, kitchen composting, Britta filter, Linen option. Big backyard, outdoor picnic table and hot shower! BBQ and Adirondack chairs around fire pit. Bike shed, beach chairs, umbrellas, toys. Parking!

The Drake Cottage - Brewster Beach Getaway
Experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within a mile of Drummer Boy Park, The Cape Museum of Natural History, Paines Creek Beach and a 9 min drive from Oceans Edge. The cottage offers an expansive private back yard with an acre of land. Enjoy a newly extended patio complete with fire pit, 10 person picnic table and BBQ grill. Our newly updated interior provides our guests with many modern amenities.

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage
Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Updated, 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 - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Jøtul 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

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!

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!

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

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.

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!

Daffodil Cottages #45
Charming cottage tucked away on a quiet lane yet a short walk to shops, restaurants and the beach. Great for one couple or single. Very comfortable and fully equipped with bedroom, full bath, living room and kitchen. There is a sleep sofa in the living room for one or two small children. Discover the historic village of Brewster with sea captain's homes, quaint shops, excellent restaurants and miles of beautiful bay beaches.
Popular amenities for Brewster vacation rentals
Stay near Brewster's top sights
Brewster house rentals

Brewster Cape House

Beautiful 4 bed/3 bath in Brewster, MA

Secluded Brewster Retreat

Stunning Waterfront with Serene Sunrise Views!

Bayside retreat - Brewster flats

Cheerful and spacious 3BR, indoor fireplace

The Osprey Nest - Beach house with stunning views

Funky, Woodsy House near Nickerson - Dog Friendly!
Brewster beach vacation rentals

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

Private Beach-Barnstable Harbor Beachside Cottage

2BR Directly on Pleasant Beach – 30 Steps to Ocean

Hideout at Water's Edge, 131 North Shore Blvd, #4

SerenityViews | Waterfront | King Bed | Kayaks SUP

Private Beach in Chatham - Sleeps 5

Salt Eire | Oceanfront Beach Home

Beachfront Charmer! Newly Renovated.
Beach house rentals in Brewster

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

Beachfront Beauty

3-min walk to BEACH! Private luxury Backyard!

Sandy beach cottage on Wellfleet Bay

Huge Private Beach Fab Bay View

WOW LAKE VIEW! Waterfront with Beach, King Bed

Cape Escape - Steps to Beach & Pelham House

Cottage with private beach in Hyannis Port
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,907 GYD | G$56,488 GYD | G$50,212 GYD | G$54,814 GYD | G$62,137 GYD | G$72,389 GYD | G$89,753 GYD | G$88,917 GYD | G$62,765 GYD | G$56,907 GYD | G$52,304 GYD | G$55,861 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°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 80 homes with self check-in, over 150 homes with a bbq area, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 G$12,553 GYD 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 & 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

Wi-Fi availability
460 of Brewster vacation 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!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- Nickerson State Park
- Popponesset Peninsula
- Cahoon Hollow Beach
- Lighthouse Beach
- Nauset Beach
- Saquish Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Falmouth Heights Beach
- Inkwell Beach




