
Holiday rentals with outdoor seating in Westbrook
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Top-rated rentals with outdoor seating in Westbrook
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Westbrook
House rentals with outdoor seating

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

Wren Cabin + Wood fired Sauna
the perfect cabin nestled in the woods in a quaint town! We spent the week in Emily’s peaceful cabin and it was the perfect Maine getaway. The pond is a highlight! I loved getting to stay in this lovely cabin.

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

Oceanside Escape ◆ Perfect family Getaway!
My family and I stayed at Michael and Naomi's home in Falmouth and we had a blast! Their home is lovely and comfortably fit 4 adults and a toddler. We visited in August and had a couple of sticky days and were so happy that they had AC units throughout the home. This allowed our toddler to nap and us to relax in comfort. Their kitchen was well stocked with various coffees, creamers and all the cookware we needed to make our meals. The home was a short walk away from Mackworth Island and a quick 5m drive to Portland. It made getting around so easy! Michael and Naomi were very responsive and flexible with our arrangements and we would absolutely stay in the future! We loved it.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

Beautiful Coastal Maine Getaway
We loved our time staying here, the house was beautiful and just as described/ seen in the pictures. Randy was a great host and always very responsive with some great local recommendations. Would definitely love to return!

Grandma's 2 Bedroom Bungalow with loft
Rhonda’s house was so charming with its many decorations from the 1940s, 1950s. It felt very cozy and completely comfortable there for the five of us. The grands loved the loft with the toys, and we adults appreciated the awesome shower and towel filled bathroom. So nice! Very comfortable beds, well equipped kitchen, easy to get into entrance, porch a nice place to relax. Great AC, too. Beautifully clean and tidy. Very close to downtown Portland for all of the going’s on and super restaurants. We would definitely stay again.

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!
Apartment rentals with outdoor seating

Light-Filled Getaway with Private Porch
Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!

Bright & Sunny Apartment with Patio
My boyfriend and I had a lovely stay. We enjoyed drinking coffee out on the patio in the mornings and cooking meals in the kitchen. The place was clean and just what we needed for the week. Victoria and Tanner were also very friendly and quick to reply to our messages. We would come back!

Private Garden Retreat on Munjoy Hill
We had such a cozy and comfortable stay! The space was thoughtfully stocked with everything we needed and the little touches made it feel extra welcoming. The location is also superb! Extremely walkable and close to tons of amazing restaurants. One of our favorite parts was starting each day with a walk along the Eastern Promenade which then led us to make our way into beautiful Old Port. Meredith is a wonderful host- so kind and friendly. Her pup is extra cute too. Highly recommend staying here if you’re visiting the area!

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.

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.

Inn@Norwood large private 2 br suite
Bill’s place (the Norwood Inn) was perfect for our girls weekend while we were in Portland for a wedding. Bill and Charlie were proactive in communication and helping us be aware of check-in details and other tips. The area was walkable and we enjoyed starting our mornings walking to get coffee. Ample safe parking. Nice kitchen and a great deal for the price …. Not a luxury spot as much as just amazing location and great hosts! I’d book again.

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.

Quiet West End Retreat - parking - 100% Non Smoker
A perfect stay. The accommodation is superbly located and you can easily explore Portland on foot. There are many restaurants, etc. nearby, the selection is great. Sharon and Eric were perfect hosts and we felt completely comfortable. The accommodation is very clean and has everything you need. The private parking space is also a big plus. Thank you Sharon & Eric for a great stay and for making us feel at home. We will be back!
Apartment rentals with outdoor seating

Oceanfront Condo with Awesome Views
Great stay

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

Cozy condo by the beach!
Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

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.

Attractive 1 bedroom cabin only 50 ft from beach#1
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

Comfy condo with loft by the beach!
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.

Over 1000 Five Star Reviews! Walk to Dock Square !
Great location (definitely check out Pedro’s across the street). The place was clean and well stocked with necessities. Beds were comfortable, pillows were good, curtains would have been nice due to the early sunrises.

Rustic Willard Beach condo ten mins from Old Port!
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.
Quick stats about holiday rentals with outdoor seating in Westbrook
Total rentals
30 properties
Nightly prices starting at
₹5,166 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
- Popham Beach State Park
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- Rye North Beach
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