Pet-friendly vacation rentals in Old Saybrook

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Old Saybrook pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in North Branford
4.86 out of 5 average rating, 7 reviews

The Gait House at High Gait Farm

DaveRating, 5 stars2 weeks ago
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!
Top guest favourite
Home in South Kingstown
4.9 out of 5 average rating, 21 reviews

Cute URI Cape Short Drive to Beaches

RomanchRating, 5 stars8 months ago
Host was responsive and accommodating. Great way to visit Newport!
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars8 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Superhost
Home in Coventry
4.73 out of 5 average rating, 40 reviews

Cabin Love at the Lake

JonRating, 5 stars2 months ago
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
Superhost
Home in Manchester
4.91 out of 5 average rating, 44 reviews

4BR House- Central Location

MaureenRating, 5 stars2 months ago
Caroline was a wonderful host. We felt very welcome and appreciated the breakfast food, milk, and juice. I would definitely stay there again.
Guest favourite
Home in Black Rock
4.97 out of 5 average rating, 87 reviews

Cape on the Water

IvoRating, 5 stars3 days ago
We had a wonderful stay at this beautiful home. Everything was just perfect – from the clean and cozy space to the peaceful surroundings. You can tell how much care and thought went into making guests feel welcome. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and charming place to stay.
Guest favourite
Home in Sharon
5 out of 5 average rating, 5 reviews

Sharon Chalet Lake House

AngelRating, 5 stars2 months ago
We went to the house during the winter, and it was absolutely magical! The place was so cozy and warm, and we had the best snow day ever. We lit the fireplace, and the whole area looked like a winter wonderland with all the snow and frozen lake. It was a truly unforgettable experience!
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 104 reviews

Cozy Farmhouse Retreat in North Fork, NY

MarisaRating, 5 stars3 weeks ago
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Pet-friendly home rentals with a pool

Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 110 reviews

Private & Pristine with Pool and Kid’s Playard

ChrisRating, 5 stars1 week ago
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.
Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 107 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

IanRating, 5 stars4 weeks ago
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.
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 33 reviews

Bailey House

ZarinaRating, 5 stars7 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Guest favourite
Guest suite in Brooklyn
4.93 out of 5 average rating, 182 reviews

Affordable In-Law Apartment in Brooklyn, CT

OmarRating, 5 stars1 month ago
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!
Guest favourite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

Hilltop House w/POOL/SPA- HOST & Co.

DanielRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
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.
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars2 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Guest favourite
Home in Montville
4.95 out of 5 average rating, 148 reviews

Casino Stay & Play House

AmandaRating, 5 stars3 weeks ago
Place was nice and comfy and he was very responsive.

Private, pet-friendly home rentals

Superhost
Apartment in East Hampton
4.75 out of 5 average rating, 20 reviews

Total Privacy in Springs.

SylviavRating, 5 stars6 months ago
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.
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
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!
Guest favourite
Home in South Kingstown
4.95 out of 5 average rating, 109 reviews

Cozy SK Cottage

KristinRating, 5 stars2 weeks ago
Absolutely loved our stay! This place was so cute! We came to the area to participate in a dog agility event and the hosts went out of their way to welcome not only us, but the dogs as well! Would 100% stay here again! ❤️
Superhost
Apartment in South Kingstown
4.95 out of 5 average rating, 143 reviews

Blue Dream BnB

EmmaRating, 5 stars8 months ago
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!
Guest favourite
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars5 months ago
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!
Superhost
Apartment in Montauk
4.76 out of 5 average rating, 21 reviews

Twin Pond Ocean View 2 Bedroom #4

CatherineRating, 5 stars11 months ago
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!
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars5 days ago
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.
Guest favourite
Apartment in Wallingford
5 out of 5 average rating, 22 reviews

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking

GiovanniRating, 5 stars2 months ago
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

    $180 CAD 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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