
Vacation rentals with outdoor seating in Old Saybrook
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Top-rated outdoor seating rentals in Old Saybrook
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Popular amenities for Old Saybrook outdoor seating rentals
House rentals with outdoor seating

Welcome To Piper's Rest
Easy to work with. Close to the water too. Great place to stay at?

Stylish Beach Getaway: pool & walking location
Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

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

Green Hill Getaway
This house was spotless. Everything felt clean, the beds, the bathrooms. 5 bedrooms all nice size and clean. No carpets which is fantastic when you allow dogs. So happy to bring my two Bostons. Plenty of supplies and kitchen utensils. Nice backyard and neighborhood. AC worked great. The only thing I would recommend is a door on the outside shower. From CT and we don’t have outdoor showers so it would have been nice to have everyone shower outside. Other than that it was perfect for my family. Loved having the bikes ! Jackie left us wine and snacks totally appreciate it. We had a great week.

Grand Hide-A-Way Central to Mystic and Vineyards
This house was perfect for our family weekend (parents, siblings, grandkids) trip to Mystic Seaport. The finished basement was perfect for the teenagers to have their own space. The house was spacious & well appointed. Ashley was very helpful & responsive. We would definitely stay here again. Thank you Ashley!

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.
Apartment rentals with outdoor seating

The Mystic Surfside Getaway 1-BD Apt
Very beautiful place the host was very responsive very polite This place felt right at home. The balcony was beautiful. The kitchen was beautiful. Everything about the place was beautiful. I would so love to stay here again. The aura and energy was very positive very vintage.

Lakefront Luxury on Pattagansett
We had a great stay! This home is clean and well equipped. We felt right at home. The lake view was beautiful and we especially loved waking up and looking right out at the serene and peaceful setting. We barely knew anyone was above us with the exception of very occasionally hearing quiet footsteps. Kevin is a wonderful host! Thank you for our stay and we hope to stay again!

Apartment on Main St.
Molly's place was GREAT--a total gem for the area. The vibe and layout of the space was sunny, peaceful, and super welcoming. Easily one of my favorite AirBnB's ever--we will definitely be back! The kitchen had everything we needed and the whole apartment felt spacious and roomy, yet cozy. The backyard area is gorgeous! Even though the house is right on main street, the sound isolation was great and we slept well every night we were there (the most comfortable bed EVER also helped). We miss this place already!!

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.

Upscale Newly Constructed Apartment
Our 3 time staying at Amanda’s home. Beautiful and spacious within walking distance to village. Looking forward to coming back next year!

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!

Cozy Apartment with Water View of Brook
Had an amazing stay at Traci’s place, love the view and peaceful surrounding., I would definitely go back again.

Lovely Garden-Level Apartment in Heart of Town
My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.
Condo rentals with outdoor seating

Oceanfront Condo – Incredible Spring Rates!
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
Comfy, clean and peaceful. Would definitely go back.

Peaceful Oasis steps from Mohegan Sun
This was by far one of the best Airbnbs I have ever stayed at and I have stayed at quite a few! Christina provided clear instructions in advance of how to access the property so no time was wasted trying to figure out how to access anything. I also had mentioned it was an anniversary surprise and Christina went out of her way to decorate and provide wine which my fiancé absolutely loved! There were also many board games provided along with smart tvs in the living room and bedroom which was perfect for any staycation. Also no need to stress if you forget a toiletry because most were also provided which was extremely convenient! Not only was the place extremely accommodating but it was also unbelievably clean and the decor was so fun and welcoming! If you are also planning on going to the casino or the spa at Norwich Inn the location is beyond perfect! I absolutely will be staying here again for future staycations and will recommend it to absolutely anyone!

The Vacay Villa
Had a wonderful stay! It was so cute and cozy and just what we needed for a wonderful weekend getaway. My daughter and I had a great mix of fun at local wineries, concert and dancing at Mohegan Sun just minutes away and a wonderful relaxing time at the spa just a short walk away. We also took a trip to Mystic for some shopping and a great dinner and still managed to have some nice wind down time in front of the fire watching a comedy on Netflix. The condo had everything we needed as well as great touches of snacks and coffee plus all sorts of creamers. Would definitely come back again!!!

"Breathtaking Waterfront Water's Edge view"
Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!

Beachside Waterview 2Br Condo w/ Pool in Greenport
Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.

Beach Escape. Walk to Beautiful Beaches
Beautiful location! Gorgeous sunset from the front deck. Clean, great communication, would definitely stay again!!

Coastline View Studio
This was absolutely perfect for our wedding weekend in Montauk. We were so close to everything which made it very convenient. The room was perfect and loved the clothing rack perk! Everything was clean and loved the skylights in the unit and the patio overlooking the water. 10/10 woud definitely stay here again!
Quick stats about vacation rentals with outdoor seating in Old Saybrook
Total rentals
80 properties
Nightly prices starting at
$110 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
- Quotonset Beach
- Giants Neck Beach
- Cooper's Beach, Southampton
- Clinton Town Beach
- Woodmont Beach
- Shennecossett Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Seaside Beach
- Shoreham Beach
- Horton Lane Beach
- Burlingame State Park
- Mystic Seaport Museum
- South Pine Creek Beach
- Outer Beach at Smith Point County Park
- La Ronde Beach Club Inc
- Rogers Beach
- Road F Beach
- The Connecticut Golf Club
- Fort Trumbull Beach
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