
Holiday rentals with outdoor seating in Cumberland County
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Top-rated rentals with outdoor seating in Cumberland County
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 Cumberland County
House rentals with outdoor seating

Cozy cottage near Sebago Lake
We enjoyed our stay. Very clean and comfortable stay. We would rent it again.

Reno Barn w/ a lot of Charm! Breweries & Airport
Fantastic place to stay with comfy beds and a great location! Would definitely recommend!

Sunny 2-BR 5 min to Bates & River Trails
This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
This place was super clean with incredible views. Highly recommend.

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!

New build with hot tub in Old Orchard Beach
An absolutely charming property that is close to the beach, the boardwalk and close to shops and restaurants. The property is very well designed for function, is very appealing and had a lot of features and the amenities that we were looking. Plus, the overall style was clean and appealing. The host is amazing and I highly recommend staying at this property. I will definitely go back.

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!

Spacious costal home in Freeport, ME
If you’re looking for a place in Freeport, look no further! I cannot say enough nice things about this experience. 1. The location is literally just minutes from the outlets, restaurants, etc…BUT away from the main road so you feel a neighborhood vibe vs the down town vibe which is SO relaxing. 2. The home was immaculate. Sheets, dishes, floors, bathrooms…you name it, it was clean! We felt so comfortable letting our children play and be kids. 3. The hosts were incredibly responsive, even in the middle of the night! You can just tell they’re good people◡̈ 4. Everything was thought of, from baby shampoo, to paper towels, trash bags, kids books, even ice in the ice trays! Everything we didn’t know we needed was provided. 5. The furniture was super comfortable. Every person that stayed said their bed was amazing, even the couches felt like you could just melt into. I could keep going, but bottom line, this whole experience was 10 stars and I’d book again in a heartbeat. ♡︎
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!

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.

Downtown Hideaway-Loft HotTub Modern Clean Private
Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!

The Misty Mountain Hideout
My dog and I had a great time here and would recommend to anyone looking to stay in the area. We found lots of dog-friendly hikes and nature reserves nearby within 15-30 minutes . Otherwise we enjoyed the peaceful yard and small brook on the property. Beautiful and thoughtful rental, with very friendly hosts.

Elegantly Done Apartment in a Sun-Drenched Corner Lot House
We were very happy with the quiet neighborhood. The house was spacious, clean and welcoming. Parking off street was a plus. We will definitely revisit this Airbnb.

Quiet West End Retreat - parking - 100% Non Smoker
This is the perfect stay for two people for a getaway in Portland! You'll get a quiet spot in a nice neighborhood that is walkable to anything you would want to do or see in town. Sharon and Eric were awesome hosts and their place was a great place to recharge each day after being out and about in Portland. Highly recommend you book here!
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!
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.

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.

Walk to downtown ! Free Parking! Private Entrance!
Michael's place was perfect for our group of 7. Well equipped kitchen (even has a citrus squeezer!). The living room has a nice big couch which was great for us to all hang out at. We were able to fit 3 cars in the driveway with no issues. The best part is how walkable it is from lots of great places in Portland! Overall, we would recommend this place to others.
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Story Land
- Attitash Mountain Resort
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- 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
- Things to do Cumberland County
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- Art and culture Cumberland County
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