
Pet-friendly vacation rentals in Old Saybrook
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Top-rated pet-friendly home rentals in Old Saybrook
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Popular amenities for Old Saybrook pet-friendly home rentals
Pet-friendly house rentals

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Cabin Love at the Lake
I appreciated all the snacks and drinks that were included. Bathroom was stocked with everything you'd need and there was detergent for the washer too

4BR House- Central Location
It's hard to find Airbnbs that can accommodate several people in central CT. Luckily, Caroline's listing came to the rescue! Good location in a quiet Manchester suburb, close to Main Street. Nice Ikea dishware, spacious fridge. Parking (no garage), was ample. The upstairs area has low ceilings, but the beds were fine. The main living room area was cozy and full of CT-related board games and books, and several candles. The dining table gets the job done, though we threw some pillows on the dining chairs to maximize comfort. Also, the listing clearly states this, but keep in mind that there is only one bathroom. Caroline was a great communicator. All questions were promptly answered. She also extended a complementary extended checkout, which came in handy.

Cape on the Water
Jim's place is very clean and well appointed. Very nice location. And Jim is a great host.

Sharon Chalet Lake House
Jake’s place was easy to find and in a beautiful location. We were 25 mins away from Mohawk mountain which made for a perfect getaway. The kitchen was well stocked and the living space was comfortable. It was a little draughty in the evenings but there were blankets and an open fire to make for a cozy night in.

Southampton Winter Rental, 3 bed, 2 bath
We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.

Spacious RI Beach Escape
The house was exactly what we were looking for. Pet friendly, clean and near the beach. Would recommend at any time of year and would look to stay again if we are back in the area! Thanks so much!

Westport Gem - walk to shops, dining, town center
Really enjoyed our stay at this property. It was extremely clean and cosy and I especially loved the kitchen. They thought of everything you might need and made sure it was available. The garden and deck were lovely but unfortunately we didn't get to use due to the weather. The location is just perfect and very close to Westport shopping area which was full of beautiful shops and restaurants. I particularly loved that the host was so responsive and flexible and really tried to make everything easy for us. Would definitely stay here again.
Pet-friendly home rentals with a pool

Private & Pristine with Pool and Kid’s Playard
Marta’s place was the perfect getaway for my family. The bedrooms were large with comfortable beds. The kitchen was huge with high end appliances, and the yard was a dream for our young dog. Lovely surroundings in the woods but close to town for shopping and restaurants. Truly an unforgettable experience!

4 BD w/ Heated Pool in E Hampton, Fully Furnished
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.

The Getaway-HOST & Co.
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

Bailey House
It was a lovely stay. Great location. House felt like a home and had great vibes.

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

Affordable In-Law Apartment in Brooklyn, CT
I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!

Hilltop House w/POOL/SPA- HOST & Co.
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

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.
Private, pet-friendly home rentals

Total Privacy in Springs.
The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

Peaceful and Private 3 bedroom home in the woods
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

Blue Dream BnB
Such a lovely time and Chris & Cynthia’s! Cynthia was so communicative leading up to our stay and kindly greeted us upon arrival for a quick walkthrough of the property. They were so accommodating and easy going with check in times and were so pet friendly! Loved staying here!

Cozy Family and Pet friendly 3 br Home
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!

Twin Pond Ocean View 2 Bedroom #4
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

Privately Located Beach Cottage Escape
We knew we weren't going to be on the beach but we wanted to be near the beaches and we were. The cottage was a little Gem in a secluded area off a main road with a private neighborhood behind. The landscaping was so adorable with Adirondack chairs and a fire pit w/ outdoor bbq & seating area. It was cutely decorated with a newer kitchen & ALL the things needed for your stay! The loft bedroom was so cool & games in the L.R.! Our family had a wonderful gathering and fun stay. The beaches were beautiful and we got to bring our dog, Freedom along for the fun! We'd stay here again!

Private and Serene home close to I-84 and shopping
We Enjoyed our stay with Rio. He was kind and informative. He went above and beyond to make sure our stay was as comfortable as possible. We would definitely stay again.

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!
Quick stats about vacation rentals that are pet-friendly in Old Saybrook
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Long Island Aquarium
- Attawan Beach
- Groton Long Point Main Beach
- Bushnell Park
- The Connecticut Golf Club
- Burwells Beach
- Fort Trumbull Beach