
Vacation rentals with outdoor seating in Westbrook
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Top-rated outdoor seating rentals in Westbrook
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Popular amenities for Westbrook outdoor seating rentals
House rentals with outdoor seating

Waterfront Gem walkable to Restaurants!
It’s very cute little house. We’re enjoy it. Thank you so much.

Wren Cabin + Wood fired Sauna
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

LUX Designer Private Waterfront
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

Modern & Sunny East End House. Private Parking!
We enjoyed our short stay at Jennifer’s place. It was in a great location, walkable to lots of markets, restaurants, and shops. Parking was great — behind the house. The house was super cute and clean. Loved all the plants and the cute balcony. We had everything we needed. We would definitely stay here again!

Grandma's 2 Bedroom Bungalow with loft
Nice cozy house. Peaceful neighbourhood.

Beautiful Home In Gorham Maine
We stayed at Rob and Nate's place while we visited Portland and the surrounding area over the long weekend. It was the perfect choice! They were great hosts. Their home was in a beautiful setting. From the back deck, we could look out onto beautiful gardens and a small pond. The home itself was lovely and cozy, spotlessly clean, and had all the amenities we needed. It was an easy drive to Portland and Sebago Lake. We would definitely recommend staying here!

Amazing Bay View Home with Hot Tub
We came to Portland to stay for the week, this Airbnb was perfect! Great location! Loved all the amenities! And the place itself was soo cute! We took full use of the hot tub! And also the grill, it was great and easy to use! The bedrooms and space for our dog was amazing! Our pup loved his stay too! (The neighbors dogs are very annoying and barked everytime we were out- but nothing the host has control over!!) The host was so responsive, when we got there I accidentally mistaken the heater for the AC! She got back to me in seconds on what’s what! Was never bothered, and check in and check out was seamless! Thank you for an amazing stay and hospitality for our first trip to Maine! 10/10 recommend! I would definitely come back!
Apartment rentals with outdoor seating

Private Garden Retreat on Munjoy Hill
Such a charming and pretty place to stay in Portland for a long weekend- Beautifully decorated and lovely touches throughout inside and outside. Great location which was walkable to wonderful restaurants (Eventide and The Front Room were delicious). Also easy drives to numerous hikes in the area which we loved. So glad we found it for Memorial Day weekend!

Spacious, relaxing, Back Cove 3 bed
John was responsive and flexible. The area was quiet, an easy walk to the water and close to some nice restaurants. Also, an easy and quick ride to downtown. His place was clean and comfortable. Great place to stay if you are visiting Portland.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

Charming 1 Bedroom Flat in the Heart of Portland
We needed a place for my son’s externship. Setup for a long stay and feel like home. All the amenities made for an easy tradition to have everything provided and setup beyond expectations. Super quick and kind with any questions and concerns. Would highly recommend anyone to stay at this listing. A east walk to downtown and any site seeing.

Renovated 1 BR Downtown Apt w/backyard
This apartment was exactly as described, the host was very responsive and helpful, and the location was great. Would stay again!

Inn@Norwood large private 2 br suite
Great location— a nice neighborhood to stroll around in and also close to the main city center (~10 min drive). Bill was responsive as well and the checkout was quick and simple. The deck was great for grilling and our group had a wonderful time!

Spacious 1st floor New England charm.
There's so much that can be said about this place and the area. We stayed for a week and barely scratched the surface of what's available to do. Within 15-20 minutes of driving, you'll find both sand and rocky waterfronts to explore, Island ferries, forest hiking, and countless amazing restaurants. Coming back to this place after each day of exploring felt like coming home to rest and recharge for the next day. Comfortable places to sit/sleep, conveniently supplied snacks, and great material to review what to put on your list for the next day. Please take my advice and stay here if you want to have a peaceful and fruitful stay in the Portland, ME area.

*Serene* West End 2BR w/ Balcony: The Mermaid Cove
Loved staying here! Glen is a wonderful host. This is my second time staying in one of his Airbnbs. Would definitely recommend and look forward to staying in his Airbnb again!
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views
I would recommend it 100%

Modern Industrial Beach Cottage
Very nice stay! The location is perfect, everything you need is on site. Recommended!

Cozy condo by the beach!
Such a cozy place! I was on a trip alone and I felt so comfortable and safe. Definitely a place I’m booking next time I’m back in Maine.

Top Of The Line Stay!
Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.

Comfy condo with loft by the beach!
This was a teeny tiny condo (<200 sq ft!) but spotlessly clean, well appropriated, and a great location. The bed was comfy and the loft area was tall enough to sit up and move around. It was a 5 minute walk to Pine Point Beach. There are about dozen other tiny cottages in the condo association, clustered around a central parking lot, so if all of them were full there wouldn’t be a ton of privacy but we were there in the off season and it was peaceful and quiet.

Cozy Family Retreat with Saco River Access
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.

Rustic Willard Beach condo ten mins from Old Port!
We only had two nights at Dave’s place but wish we could’ve stayed longer. The decor was great and matched the Maine vibe while it also had all the modern amenities an Airbnb needs. Only ten minutes into the centre of Portland and very close to the beach as well. We didn’t use the kitchen but it seemed to be fully stocked. The washer and dryer were also very much appreciated. Would definitely recommend!

Oceanfront condo, spectacular views
We’ve stayed here 3x so far and will always come back. This place is such a unique stay with live music right below. You can open the balcony doors and see and hear the ocean. The home is always clean and feels very homey. We truly love it here and will always choose to stay at this airbnb.
Quick stats about vacation rentals with outdoor seating in Westbrook
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths