
Vacation rentals with outdoor seating in Old Saybrook
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Old Saybrook
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Old Saybrook outdoor seating rentals
House rentals with outdoor seating

Charming home ready for fun and/or relaxation!
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

Serene Country home 24 mi Mohawk ski area
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries

House in NL near CGA, Sub Base, Mohegan Casino
Our family opted for a trip to New London to reconnect with our family for Thanksgiving. We were able to utilize the beautiful dining room for our dinner . We loved staying at Rosa’s place and were very comfortable . Just a note - there is only one bathroom and it is on the second floor ( as are all the bedrooms) We made this work but can be difficult with a larger family . It would definitely not deter me from booking again! This place was beautiful. The surrounding area and ease of access was comforting ! Would definitely stay here again .

The Getaway Beach House - Charlestown, RI
Peter was super helpful and responsive when we had questions. lovely space with great proximity to the beach!

Cute and Close to Beaches and Town
This was a perfect place to stay with our dog and 2 small children. The fenced in yard was secure. You can easily walk to many restaurants, or like us, just for fun with the dog and kids. Joe was immediately responsive when I messaged him with questions and when I inquired about a late check out, he was happy to let us stay a few hours longer which was really nice.

Ultimate House with Heated Pool, Hot Tub and Sauna
Our family had an amazing stay at this location. Loved that all the switches were clearly labeled as we have had trouble figuring out lighting in other locations. What a great touch! Wonderful yard and the basement was fun for all ages. This location was perfect for us as we have family all over the island. Lots of stores locally for anything you need. Highly recommend!

Bright and Breezy Cottage by the Sea
My family and I have stayed at a ton of different airbnbs, vrbos and vacation rentals both stateside and abroad and I have to say Anne’s property is among one of the best we’ve stayed in. We were traveling with twin toddlers and the space was perfect. Anne is very friendly, the place is larger than we expected, very clean and you can tell Anne cares to the make the best experience possible. All the little touches were so wonderful - she has beach chairs, reusable beach bags, sunscreen, books, kids toys, coloring accessories, balls and toys, an outdoor game, hammock, lanterns, lights, fire pit and wood, you name it - it’s there. It was one of the most convenient stays we’ve had. We’d love to return and I couldn’t recommend it enough!!
Apartment rentals with outdoor seating

Modern Industrial Apartment with rooftop access
This Airbnb is so homey. We enjoyed our stay and will rent it again.

The Mystic Surfside Getaway 1-BD Apt
Our stay at Jennifer's place was excellent. We wish we could have stayed much longer. The apartment is in a quiet neighborhood just a few minutes drive from all the Mystic attractions (and a short walk from the very necessary wine shop and pizza joint! ) We loved our little balcony just outside the living room. My wife and I would absolutely stay here again!

Apartment on Main St.
This apartment was perfect for my needs. It was clean and comfortable and conveniently located. The hosts were incredibly accommodating and allowed me to extend my stay twice. I’d definitely stay at this apartment again when visiting family in the area.

West End / Federal Hill Line 2 bed, double parlour
Sean’s home was in a great location in Federal Hill, walkable to lots of restaurants and shops and east access to downtown and other neighborhoods. Everything with the home was clear and as described. We’d stay again next time we’re in Providence!

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Squire Chase House
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

Downtown roofdeck unit with offstreet parking
Brennans place was excellent, truly I don’t think you can find a better location in the city. Super walkable, spectacular view from the roof and if you have a dog plenty of parks and green space around. Marco’s sandwich shop is right beside Brennans place and is a reallly good option for breakfast or lunch. Brennan was super friendly and a great host.

Cozy Apartment with Water View of Brook
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Condo rentals with outdoor seating

Boutique Hotel Special pricing available
Location is great - steps away from Thames St. It was clean and the staff are very friendly. They checked in daily to make sure we had everything we needed.

cozy 1 bedroom apartment with parking & balcony
the space was well cared for with many personal touches. it was a great location to anything we wanted to do. it was raining the weekend we went but we could still walk almost anywhere. comfortable space and well maintained.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!

Montauk Waterfront Condo w/ Sunset Views
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

The Vacay Villa
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!

Colonial Newport Townhouse
Great location. Comfortable beds. Nice kitchen. Near many restaurants. Highly recommend.

Beachside Waterview 2Br Condo w/ Pool in Greenport
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Charming Studio Off Thames
Really enjoyed my stay at Kelly’s place. Great location and close to everything in Newport. Highly recommend!
Quick stats about vacation rentals with outdoor seating in Old Saybrook
Total rentals
80 properties
Nightly prices starting at
$152 CAD before taxes and fees
Total number of reviews
2.7K 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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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Woodmont Beach
- Walnut Public Beach
- TPC River Highlands
- Clinton Town Beach
- Seaside Beach
- Jennings Beach
- Amagansett Beach
- Blue Shutters Beach
- Attawan Beach
- Shennecossett Beach
- Outer Beach at Smith Point County Park
- Anchor Beach
- Long Island Aquarium
- Clinton Beach
- Groton Long Point Main Beach
- Bushnell Park