
Holiday rentals with outdoor seating in Brewster
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Brewster

Total holiday rentals
Explore 280 holiday rentals in Brewster

Nightly prices starting at
Brewster holiday rentals start at $121 NZD per night before taxes and fees

Verified guest reviews
Over 9,770 verified reviews to help you choose

Family-friendly holiday rentals
230 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
280 of Brewster holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Houses with Outdoor Seating in Brewster
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Relax in this spacious, peaceful mid-Cape retreat on a private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms and 3 full baths. Features central A/C, hardwood floors, a large screened porch, living room with leather recliners + couch, gas stove, and 65" OLED TV, wooded yard with a gas fire table and grill. Convenient main-level washer/dryer. Ping pong in the unfinished basement. Near Cape Cod Rail Trail, beaches, golf, tennis, boating.

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!

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 !

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.

Romantic getaway suite
GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

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!

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.

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.

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 outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Quintessential Waterfront Historic Cottage

Brewster Hideaway

Shop, Swim, Hike, Bike in Historic Brewster

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

Fabulous Waterfront with Spectacular Sunset Views!

10 min walk to Beach - Amazing View & Huge Deck

Pet Friendly - Walk to Downtown Dennis Port!

The Osprey Nest - Beach house with stunning views
Apartment rentals with outdoor seating

Spacious & bright, near beaches

Peaceful retreat in the woods...

Walk to private beach, spacious peaceful apartment

The Knoll

Cozy Large Private Pet Friendly Studio

Cozy Waterfront Apartment, Private Beach Access

Apartment suite|Firepit|Private Deck|Pond Access

A quiet, private, unique spot in a great location!
Condo rentals with outdoor seating

Private Beach in Chatham - Sleeps 5

Walk to beach! Chatham Luxury near downtown, CBI!

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

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

Sea Salt Studio - Steps to Glendon Rd Beach

Cape Cod Brewster Ocean Edge Resort and Beach

Short walk to the Beach and Downtown Hyannis!

Bright Cape Condo in Ocean Edge
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $486 NZD | $477 NZD | $451 NZD | $455 NZD | $547 NZD | $654 NZD | $821 NZD | $798 NZD | $564 NZD | $521 NZD | $432 NZD | $455 NZD |
| 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 |
Destinations to explore
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- Rentals with pools Brewster
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- Rentals with a fireplace Brewster
- Rentals with beach access Brewster
- Rentals with a fire pit Brewster
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- Rentals with a patio Brewster
- Pet-friendly rentals Brewster
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- Rentals with outdoor seating Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Coast Guard Beach
- Falmouth Heights Beach
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Cape Cod Inflatable Park
- Cape Cod Canal
- Popponesset Peninsula
- Nickerson State Park
- Lighthouse Beach
- Cahoon Hollow Beach
- Sea Gull Beach
- Inkwell Beach





