
Vacation rentals with outdoor seating in Westbrook
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Westbrook
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Cozy Cottage Retreat near Breweries & Airport
Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Beautiful lake-side home close to Portland Maine
A peaceful & charming renovated old home with private dock on Highland Lake, Falmouth Maine, 20 mins from Portland. *Contact us for longer winter availability! **June/July/Aug, Sat-Sat 7 day min Enjoy beautiful sunsets, canoeing, kayaking, paddle-boarding or fishing on the lake. Or take a short drive to downtown Portland, visit Old Port restaurants & bars, local breweries, Freeport outlet shopping, ski resorts, hiking and walking trails, golf courses, indoor/outdoor cinemas, and more!

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Kennebunk Landing: The way life should be!
Charming farmhouse apartment in the heart of historic Kennebunk Landing. This private space centrally located with an easy 2 miles to Dock Square- KPT, local beaches and Main St. Bring your kayak, canoe or paddle board and put them into the Kennebunk River 100 yards behind the house. You can paddle all the way to the ocean. Easy drive to Old Orchard Beach (FUN!) or Portland (YUM!) or stay local for great lobster, amazing ice cream, beaches, shops, hiking and much more!

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

The Garden Cabin Tiny Home
Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C in the cabin. Please, no smokers, kids under 7, or guest pets. STHR-000718-2018

Cottage on Black Brook Preserve
This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

The NEST Haven awaits you.
You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.
Popular amenities for Westbrook outdoor seating rentals
House rentals with outdoor seating

Water View Craftsman Close to Old Port

Luxury Home w/HOT TUB & Fire Pit

Distinctive Home & Garden

Lake Region Comfort, Close to Everything!

Charming Portland Home Near Back Cove & Downtown

Best Ski & Lake House

Higgins Beach *New* Beach Home & Private Offices

Top Deck - Portland Property with Views!
Apartment rentals with outdoor seating

Portland + Cape Elizabeth + Beaches + luxurious!

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Renovated 1 BR Downtown Apt w/backyard

Spacious 1st floor New England charm.

Cozy SoPo Condo

Garden Apartment Close to Everything

The Roost - lovely one bedroom efficiency unit

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views

Modern Industrial Beach Cottage

Top Of The Line Stay!

Direct Ocean View on the Eastern Promenade

Comfy condo with loft by the beach!

10 Bed! 8 Bedrm! Enormous! Walk to bars! Parking!

Relaxing Beachside Condo with Pool at Wells Beach

Rustic Willard Beach condo ten mins from Old Port!
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ404 | ﺩ.ﺇ433 | ﺩ.ﺇ481 | ﺩ.ﺇ518 | ﺩ.ﺇ525 | ﺩ.ﺇ735 | ﺩ.ﺇ679 | ﺩ.ﺇ665 | ﺩ.ﺇ569 | ﺩ.ﺇ665 | ﺩ.ﺇ529 | ﺩ.ﺇ496 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about vacation rentals with outdoor seating in Westbrook

Total vacation rentals
Explore 40 vacation rentals in Westbrook

Nightly prices starting at
Westbrook vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 3,620 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Westbrook vacation rentals include wi-fi access

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

4.9 Average rating
Westbrook stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Jersey City Vacation rentals
- Cottage rentals Westbrook
- Rentals with a fire pit Westbrook
- Pet-friendly rentals Westbrook
- Apartment rentals Westbrook
- Rentals with a washer and dryer Westbrook
- Family-friendly rentals Westbrook
- Rentals with a patio Westbrook
- Rentals with a fireplace Westbrook
- Beach house rentals Westbrook
- House rentals Westbrook
- Rentals with outdoor seating Cumberland County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Diana's Baths
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park




