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Holiday rentals with outdoor seating in Winthrop

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Winthrop

House rentals with outdoor seating

Top guest favourite
Home in Farmington
4.99 out of 5 average rating, 207 reviews

Farmington! Walk to town & trails! Family-Friendly

KarenRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Auburn
4.98 out of 5 average rating, 172 reviews

Sunny 2-BR 5 min to Bates & River Trails

RyanRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 103 reviews

Wren Cabin + Wood fired Sauna

WillRating, 5 stars1 week ago
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.
Guest favourite
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
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
Top guest favourite
Home in Pittston
4.99 out of 5 average rating, 146 reviews

Riverside

MarleneRating, 5 stars2 weeks ago
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!!
Guest favourite
Home in Litchfield
4.92 out of 5 average rating, 138 reviews

Beautiful lake house on Tacoma Lakes near Coast

DannyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Appleton
4.96 out of 5 average rating, 174 reviews

The Barn

DannyRating, 5 stars1 week ago
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!
Superhost
Home in Sidney
4.86 out of 5 average rating, 100 reviews

Brook Ridge Retreat

BernadetteRating, 5 stars5 months ago
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

Top guest favourite
Flat in Waterville
4.99 out of 5 average rating, 173 reviews

Sweet Retreat: 2 BDR Home Mins to Colby

KatieRating, 5 stars3 months ago
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!
Guest favourite
Flat in Wiscasset
4.94 out of 5 average rating, 106 reviews

25 MIDDLE -Historic Village Apartment (Unit A)

JaniceRating, 5 stars8 months ago
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!
Top guest favourite
Flat in Bath
4.94 out of 5 average rating, 141 reviews

William Larrabee House

RachelRating, 5 stars8 months ago
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!
Guest favourite
Flat in Brunswick
4.91 out of 5 average rating, 631 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

ColeRating, 5 stars1 week ago
Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!
Top guest favourite
Flat in Bath
4.99 out of 5 average rating, 158 reviews

Southside Suites

MarianneRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Freeport
4.98 out of 5 average rating, 265 reviews

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

MarissaRating, 5 stars8 months ago
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.
Top guest favourite
Flat in Bristol
5 out of 5 average rating, 146 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars5 months ago
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!
Guest favourite
Flat in Damariscotta
4.85 out of 5 average rating, 518 reviews

"Ship Shape": waterfront, cozy studio- downtown

KarlaRating, 5 stars6 days ago
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

Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

karriRating, 5 stars2 months ago
Great stay
Superhost
Apartment in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars2 weeks ago
Very nice stay! The location is perfect, everything you need is on site. I recommend it!
Guest favourite
Apartment in Conway
4.83 out of 5 average rating, 176 reviews

Cozy condo with North Conway at your finger tips!

TalRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Bartlett
4.92 out of 5 average rating, 462 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 239 reviews

Comfy condo with loft by the beach!

IsabelRating, 5 stars2 weeks ago
We had a great time! The condo is clean, cozy, and comfortable. I highly recommend this AirBnB, especially for the beach proximity.
Guest favourite
Apartment in Newry
4.87 out of 5 average rating, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

JessicaRating, 5 stars3 months ago
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!
Guest favourite
Apartment in South Portland
4.95 out of 5 average rating, 179 reviews

Rustic Willard Beach condo ten mins from Old Port!

CeliaRating, 5 stars1 week ago
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