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Holiday rentals with outdoor seating in Windham

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Windham

House rentals with outdoor seating

Guest favourite
Home in Sumner
4.96 out of 5 average rating, 135 reviews

Quiet and Private in Oxford Hills – Dog Friendly!

RaijueneaRating, 5 stars3 weeks ago
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!
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
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs

CheriRating, 5 starstoday
Our group was two small families with kids ages 6 and 8. Everyone had a great time. If you’re looking for a home to get out into nature, this is it. The private dock and lake gave us hours of time to play outside. Kayaks, paddle boards, and fishing off the dock was fun and all part of the house. Kids had a blast and so did the adults. Perfect for family summer vacation. We had a few rainy days but either played board games inside or went into Portland which is only 20-30 minutes away. Visited Mackworth Island in Casco Bay. Must do if you want to have a day excursion. The house well kept and easy to navigate. We spent more time outside on the lake than inside.
Guest favourite
Home in Windham
4.96 out of 5 average rating, 45 reviews

Lakehouse on Highland Lake

SusanRating, 5 starstoday
The house was prefect for our family, plenty of space. The house provided a number of great amenities from linens and towels to canoe and kayaks .We enjoyed sitting out on the deck overlooking the lake. If you enjoy fishing this lake is for you. Great location to restaurants, shopping and site seeing. Timissa was an attentive host, she answered all my questions and made my family feel very welcomed at her lake house. Thank you for all the wonderful memories.
Guest favourite
Home in Bridgton
4.95 out of 5 average rating, 212 reviews

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

SophiaRating, 5 stars2 days ago
This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 539 reviews

Beautiful Coastal Maine Getaway

CaitlinRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Cornish
4.99 out of 5 average rating, 105 reviews

The Hendrick House

DestinyRating, 5 stars1 month ago
It has been a wonderful experience getting to meet and work with this couple! Very understanding and accommodating and beautiful home and location I highly recommend!

Apartment rentals with outdoor seating

Top guest favourite
Flat in Rosemont
4.99 out of 5 average rating, 296 reviews

Tower Suite w/ Hot Tub, W/D, Pool & Parking

ThomasRating, 5 stars1 week ago
If you’re looking to stay in Portland, this is the place! Everything about the property was pristine. It felt classic and elegant, but with modern touches. Directions were easy and clear, linens and amenities were fantastic, and communication with the host was always very prompt. It’s located on a beautiful quiet street, but only 5-10 mins to downtown Portland and the bridge over to South Portland. Don’t hesitate to book this place for your next stay.
Top guest favourite
Flat in Cape Elizabeth
4.98 out of 5 average rating, 264 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

EmilyRating, 5 stars4 days ago
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!
Superhost
Flat in Deering Center
4.84 out of 5 average rating, 556 reviews

Clean & Safe Apt w/Parking-Close to Downtown

Mitch (Michele)Rating, 5 stars2 weeks ago
Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.
Guest favourite
Flat in Back Cove
4.96 out of 5 average rating, 101 reviews

Sauna & fire table near Portland's Back Cove

EllenRating, 5 stars3 weeks ago
We had a great stay. The location is quiet but just a few minutes away from amazing restaurants, cafes, and breweries. Highlights: The bed was super comfortable. The sauna was great on a rainy day. The walkability to the Back Bay trail was appreciated.
Guest favourite
Flat in Baldwin
4.96 out of 5 average rating, 107 reviews

The Misty Mountain Hideout

ChristianaRating, 5 stars1 month ago
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.
Superhost
Flat in Back Cove
4.9 out of 5 average rating, 284 reviews

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

BrandonRating, 5 stars2 weeks ago
Great location that is nearby for runs/walks and quick driving commutes to downtown and other hot spots. The space was cozy and clean.
Top guest favourite
Flat in West End
4.99 out of 5 average rating, 346 reviews

Quiet West End Retreat - parking - 100% Non Smoker

KareeceRating, 5 stars1 week ago
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!
Guest favourite
Flat in East End
4.93 out of 5 average rating, 629 reviews

Adorable getaway on the Eastern Promenade

JamesRating, 5 stars2 weeks ago
A lovely place to stay in Portland’s East End. Great location in a very quiet and walkable neighborhood. (I happily did not need a car during my visit.) The apartment is great, with a comfy bed, smart TV and a nice little patio too. And you’re just steps from the Eastern Promenade park, which is one of Portland’s best amenities imo and leads to a beach, waterfront trail, dock w/ kayak rentals, etc. Jennifer was a very kind host; thank you!

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

NadiaRating, 5 stars1 month ago
Je recommande à 100%
Guest favourite
Apartment in North 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 Glen
4.92 out of 5 average rating, 461 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 Portland
4.94 out of 5 average rating, 105 reviews

Top Of The Line Stay!

CelesteRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 238 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 South Portland
4.95 out of 5 average rating, 178 reviews

Rustic Willard Beach condo ten mins from Old Port!

HarryRating, 5 stars1 week ago
Amazing apartment at a great location! Lots of character and the newly renovated kitchen was a plus. Very quiet neighborhood that allowed us to relax. Dave is a great host and was very helpful and flexible when it came to our check in time. We definitely recommend his place and will be back soon! Thank you Dave!

Quick stats about holiday rentals with outdoor seating in Windham

  • Total rentals

    90 properties

  • Nightly prices starting at

    ₹5,165 before taxes and fees

  • Total number of reviews

    5.1K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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