
Holiday rentals with outdoor seating in Winthrop
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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
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

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!!

Beautiful lake house on Tacoma Lakes near Coast
What a place. So many great things to do. We swam and fished in the lake, the kayaks and canoes were so much fun and at night we sat by the fire pit and played table hockey.The house had everything we needed. The host was very responsive and answered all questions quickly.

The Barn
Denis has a really nice place and is very peaceful and quiet. Very well stocked with everything you would need. Only a short drive away to the town of Belfast, which had a beautiful waterfront trail to walk. There are very many local restaurants in town serving delicious seafood. Denis was very responsive to any questions you might have. Loved our stay!

Brook Ridge Retreat
Such a beautiful property! The river & waterfall are gorgeous! Would live to come back in summer to enjoy the outside. We visited in Jan for my sons wedding but would love to come back in warmer weather. The hone is so cozy and was very clean. Definitely enjoyed our stay!
Apartment rentals with outdoor seating

Sweet Retreat: 2 BDR Home Mins to Colby
We had a great stay. The location was ideal and everything we needed was supplied. The house was exactly as pictured and well stocked and very clean. Chelsey was very responsive to any questions and they also dropped off some very thoughtful sweet treats! Highly recommend and we would definitely stay again!

25 MIDDLE -Historic Village Apartment (Unit A)
This apartment was so clean, well decorated, well stocked and very comfortable. The location is perfect. So close to downtown Wiscasset, Boothbay and Freeport. This was our 2nd stay and we will return. Kathleen is a great host!

William Larrabee House
Boo and Jonathan’s place is the definition of “the perfect air bnb”. This place truly felt like home - it was well designed, inviting, and charming. The small details (such as the delicious homemade pumpkin bread), the cozy blankets, fresh flowers and binder of local recommendations were all noticed and appreciated. We had the most wonderful stay - thank you!

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!

Southside Suites
This was our second stay with Emily in less than a month. Just as comfortable and convenient as the first time. We hope to book her space again for the holidays this year.

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.

Welcome to "West Winds at Pemaquid"
We had a great stay here. The apartment was perfectly clean and well appointed. Bob and Laura covered everything; thoughtful snacks, a comprehensive guest book, fully stocked kitchen and they even made umbrellas available. We were super comfortable and it was a great spot to base our Bristol adventures from!

"Ship Shape": waterfront, cozy studio- downtown
Grace's place was perfect for a stop over night. It has every amenity we could need and while it was small, the space was organized super well and was comfortable to stay in.
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 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!

Across from Storyland & in the Heart of the Mtns
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great

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!

Comfy condo with loft by the beach!
We had a great time! The condo is clean, cozy, and comfortable. I highly recommend this AirBnB, especially for the beach proximity.

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!

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 Winthrop
Total rentals
40 properties
Nightly prices starting at
₹3,446 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
Destinations to explore
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- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Cliff House Beach
- Pemaquid Point Lighthouse
- Sunday River Golf Club
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Wolfe's Neck Woods State Park
- Eaton Mountain Ski Resort
- Pinnacle Park
- Lost Valley Ski Area
- Head Beach
- Pebbly Beach