
Vacation rentals with outdoor seating in Cumberland
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Top-rated outdoor seating rentals in Cumberland
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House rentals with outdoor seating

Kelley's Ocean View Cottage
Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.

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.

Stone Isle. 8 acres next 2 little john preserve.
Jeffrey’s guest house is super special, it was amazing to be able to look out every window to experience coastal Maine and so serene and peaceful. Located on a beautiful property right on the bay in a wooded setting. Very private and quiet. We absolutely loved our stay - in fact we extended it another 3 days to be able to enjoy it longer. Jeffrey was very accommodating and even credited us for the 2nd cleaning fee charged by Airbnb because we needed to change our payment method for the extended stay. I can’t say enough about the comfy bed!! I felt like I was sleeping in a cloud with super soft sheets and perfect mattress. I wish all Airbnb hosts were as thoughtful about the personal touches as Jeffrey. I had to work a bit during the trip and the internet was very stable and easy to connect to. It was a perfect retreat for us. Highly recommend staying here! We will. Definitely will Return!

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.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Bellissimo soggiorno in luogo incantevole. la casa è calda, accogliente, spaziosa, bene arredata, con gusto e classe. La vista è meravigliosa. Siamo stati benissimo!!!

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

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!

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!

Clean & Safe Apt w/Parking-Close to Downtown
We love it here! Our second time staying here and it was as great as the first time. We can’t wait to stay again!

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!

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!

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.

Oceanside Modern Victorian 2BR- East End/ Downtown
Vanessa was very responsive and easy to contact when needed! The apartment was excellent and a great price for the location next to the beach. Would highly recommend and would love to stay there again in the future!

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!
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views
Je recommande à 100%

Modern Industrial Beach Cottage
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

Cozy condo with North Conway at your finger tips!
Thank you for letting us stay with you. We had a fantastic weekend

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.
Quick stats about vacation rentals with outdoor seating in Cumberland
Total rentals
90 properties
Nightly prices starting at
G$12,588 GYD before taxes and fees
Total number of reviews
5.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 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
- 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
- Ogunquit Playhouse
- Funtown Splashtown USA