
Holiday rentals with outdoor seating in Winthrop
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Winthrop
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 Winthrop
House rentals with outdoor seating

Farmington! Walk to town & trails! Family-Friendly
Corey’s place was perfect for our long Memorial Day weekend in Farmington! He was very responsive to messages. The house was clean and decorated with adorable Maine memorabilia. We would definitely stay at Corey’s again!

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.

Wren Cabin + Wood fired Sauna
Great spot for a private getaway! Hosts were very friendly, flexible and ensured we had everything we needed. Would absolutely visit again and recommend 100%

LUX Designer Private Waterfront
We loved staying at this location! The setting was private and peaceful. The house was beautiful and it seemed like they had thought of everything. It was great to have the canoe and kayaks and of course we also loved the indoor and outdoor showers and indoor and outdoor fire options. This place was a splurge but I would say definitely worth it!

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Lakefront: Private Hot Tub, Sauna & Free Massages!
Me and my friends had a lovely time at this lake house, the beds were comfy and there was more than enough room for sixteen of us. The place is very well taken care of and you can tell there is a lot of thought and work put into the home. All the amenities were amazing from the chair to the sauna everything worked great and the hot tub was to die for. We loved our stay and would 100% come again.

The Barn
We had a great stay. The Barn is very comfortable and well equipped with everything we needed and more. We had very warm weather and the air conditioning works great.

Private Lakehouse, Firepit & Amazing Sunset Views
fantastic stay. clean and well equipped. the lake is even more beautiful than the pictures! Roman was very responsive and went above and beyond in providing helpful information about the area and place.
Apartment rentals with outdoor seating

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

Sweet Retreat: 3 BDR Stylish Home Mins To Colby
We had a wonderful graduation weekend in Waterville. The house and location were perfect! Chelsea and Andrew were so helpful and terrific hosts!

Cozy hot tub haven
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.

Downtown Hideaway-Loft HotTub Modern Clean Private
Beautiful, quaint spot! We had a very quick stopover but it was perfect! We thoroughly enjoyed the hot tub after a long day on the road. Would definitely recommend Ren’s place!

Southside Suites
This was by far the best Airbnb I have ever stayed in. It was a perfect amount of space, which was beautifully curated down to the finest detail. The entire space and experience is clearly a labor of love. We felt very comfortable and at home. Emily and Mark clearly went out of their way to think of EVERYTHING a guest might need. I would even say the photos don't do it justice. The refrigerator was stocked with snacks and breakfast food, there was a dress steamer in addition to an iron, there were small toiletry additions and robes. The bed was incredibly comfortable and the whole process was super simple and easy. I would highly recommend you stay here and if we are ever in Maine again I will make a point of coming back to Emily and Mark's place.

2 King Beds Apt Vacation Creation With Deck
We enjoyed our stay at Spencer’s place. It was very convenient to Bowdoin College where we were attending multiple events.

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

The Lodge
I cannot say enough about Nancy, the unit I stayed in, or her hospitality! This apartment was perfect and cozy for my visit, with lots of personal touches and extras - if you need it, she’s already thought of it and has it ready for you. She was also very accommodating when my flight was cancelled and I had to shift my days around a bit. The personal touches were perfect - I had farm fresh eggs for breakfast and some delicious muffins too. A wonderful stay, thank you! I will most definitely be back! ❤️
Apartment rentals with outdoor seating

Cozy condo with North Conway at your finger tips!
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!

Cozy condo by the beach!
Awesome place. Would book in a heartbeat again! Alyssa rocks too! Loved everything about this stay.

Top Of The Line Stay!
We enjoyed our stay at Tyson’s. Lot’s of extra touches like fresh flowers, bottled waters, and ground coffee ready to go. Tyson had mini shampoos and conditioners in the bathroom too. The house was spotless. Our family was very comfortable for 3 days. The location being next to the freeway is noisy more so outside than inside but the AC unit fans covered it up well at night. And…..It did not take away from how much we enjoyed our stay whatsoever. Great noodle house and coffee shop within walking distance.

Comfy condo with loft by the beach!
This was a beautifully decorated space. The location near the beach was perfect! Cute little spot.

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio
This was an excellent condo for us before and after the Sugarloaf road race. It was very clean and welcoming. The hosts were attentive and proactive with information. We would absolutely stay here again!

Slope Side | Ground floor | Hot Tub, Pool, Sauna
Will was a great host before and during our stay. He communicated well with me ahead of time with simple and easy to follow directions to (and instructions for) his place. Will’s condo was perfect for our family of four (children aged 9 and 3). We came up for Spring skiing and enjoyed the annual end of season Pond Skim and festivities in South Ridge which was easy walking/skiing distance from his place. It was great to be able to ski home for lunch and to have a break in the middle of the day. The grounds at Fall Line were awesome as well: our kids loved the common room, games, the pool, and the snow out the back door where they played on a sled. Very comfortable, clean and perfect spot for our first, but not last, visit to Sunday River. Thanks Will.

Sunday River Locke Mountain Ski In/ Ski Out Pool
Great stay at Stephanie’s place - super easy ski on and off location! Cozy and functional first floor unit. Kids loved having access to the outdoor pool!

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.
Quick stats about holiday rentals with outdoor seating in Winthrop
Total rentals
40 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Sunday River Golf Club
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Pinnacle Park
- Eaton Mountain Ski Resort
- Head Beach
- Pebbly Beach
- Lost Valley Ski Area
- The Camden Snow Bowl