
Holiday rentals with outdoor seating in Westbrook
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Westbrook
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Loft Apartment on Tree-Lined Street in Falmouth
Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.

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!

Apt in Victorian Mansion w/ Hot Tub & Parking
Mixing contemporary styling with old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

RETRO BnB in the Heart of East End Portland
Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Westbrook Estate - 10 Minutes to Portland
This 1882 Victorian Mansion has been renovated with a modern kitchen, 4.5 baths, and 7 bedrooms that complement the original character of the house. It features a dining room with seating for 10+, living room with 58" TV, 3rd floor bonus living room, a sunny deck with grill and patio seating, ample yard space for games, and more. Our house is conveniently located minutes off I-95 and close to downtown restaurants and breweries, while only 10 minutes to Portland and 20 minutes to Sebago.

Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

Awesome open space in Westbrook near Portland, ME!
Welcome!! We're excited to share our house with you! You'll get the whole ground level of the house - two very large clean modern rooms with a private entrance, bathroom, and direct yard access to the hammock, fire pit, and wildlife. Off-street parking for 2 cars, kitchenette, fast wifi, smart TV, heat or A/C, and much more! We will give you awesome tips on everything in the area and beyond! 15 mins downtown Portland (Uber/Lyft available) 1 mile from I-95 11 mins from the airport

The Roost - lovely one bedroom efficiency unit
Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Beautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Reno Barn w/ a lot of Charm! Breweries & Airport
** Cozy Renovated Barn w/ artist loft ** Minutes from airport and within walking distance to the Allagash Brewing Company & other breweries. Lots of hiking trails along the Presumpscot River. Short drive to downtown Portland, restaurants, music venues, beaches, lighthouses and nightlife. Barn is located in a quiet area ~ relax on the back deck with a glass of wine star gazing. Come check us out!!

Millers Private Studio on Highland Lake
If you're looking for a quiet, cozy getaway with private Highland Lake access this is the place for you. Private deck to enjoy your morning coffee, close to everything but in a country setting. 15 minutes from 95, Portland ME and Sebago Lake Region. Small boat launch available, Swimming & Fishing . Large back yard and a great window view of the lake. Wifi 100(mbps) for a work from home atmosphere.

Cottage Under a Crabapple Tree
Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.
Popular amenities for Westbrook outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy cottage near Sebago Lake

Near Old Port - Charming Bay View Craftsman

Waterfront Gem walkable to Restaurants!

Wren Cabin + Wood fired Sauna

Close to Breweries, Outlets, and Portland Food!

LUX Designer Private Waterfront

Oceanside Escape ◆ Perfect family Getaway!

Beautiful Home In Gorham Maine
Apartment rentals with outdoor seating

Harborview - Curated East End Escape w/ Parking

Ultra Clean 3-Bed, High Speed Internet by the Prom

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Open Concept Loft in the Heart of Downtown Center

Beautiful West End studio, hot tub, free parking

Cape Arundel Cottage 1 mile to downtown KPT

Crescent Beach Gardens

Cozy SoPo Condo
Condo rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.

Oceanfront Condo with Awesome Views

Cozy condo by the beach!

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!

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 | $169 AUD | $181 AUD | $201 AUD | $217 AUD | $220 AUD | $307 AUD | $284 AUD | $278 AUD | $238 AUD | $260 AUD | $226 AUD | $221 AUD |
| 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 holiday rentals with outdoor seating in Westbrook

Total holiday rentals
Explore 40 holiday rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at $92 AUD per night before taxes and fees

Verified guest reviews
Over 3,430 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Westbrook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Island of Montreal Holiday rentals
- Erie Canal Holiday rentals
- House rentals Westbrook
- Apartment rentals Westbrook
- Rentals with a washing machine and dryer Westbrook
- Family-friendly rentals Westbrook
- Rentals with a patio Westbrook
- Pet-friendly rentals Westbrook
- Cottage rentals Westbrook
- Rentals with a fire pit Westbrook
- Beach house rentals Westbrook
- Rentals with a fireplace Westbrook
- Rentals with outdoor seating Cumberland County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Rye North Beach
- Pemaquid Beach
- Diana's Baths
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- Wentworth by the Sea Country Club
- White Lake State Park
- Ferry Beach