
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

Barnacle Bay Beach House
My husband, dog, and I LOVED our stay here- so much that Danielle accommodated for us to stay an additional day! It was the perfect location. Private enough where we felt secluded, but yet right off of a main road with so many great restaurants to walk to! The beach was about a 5 minute walk, and left us with the perfect spot and feeling like we had the beach completely to ourselves the days we were there. We are already talking about going back, and can’t wait to plan our next trip. Thanks so much!

Money Point Beach House- Deck+Views + Beach Access
Had a great 5 day stay. The homes description matched perfectly and the host was very responsive. The fenced in back yard was ideal for our 2 dogs and the area was very peaceful.

Stylish Retreat Waterviews
Our stay was perfect! Relaxing and inviting.

Essex village carriage house
Wonderful stay! Close to beautiful historic downtown Essex. Short walk to coffee shop in the morning and dinner at night! Kayaking in Long Island sound! Great biking! Super clean, well decorated. Everything was new and Very cozy! Perfect couples getaway in the lower Connecticut valley!! Highly recommend!

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Walk to the beach at Black Point, Niantic, Ct
My first experience with AirB&B - very pleased - the house was PERFECT - - we live in Fl and immediate family in Ct & Boston ! Gathered together to celebrate 3 graduates! We had a beautiful beach day & plenty to do on the bad weather day! The whole experience was wonderful as well as the accommodations! Would not hesitate to recommend to family & friends!

The ARLO - Walk to Brewery & Restaurants
Lovely home and communicative hosts! The house was very clean and comfortable as well as the back deck and yard. Felt very comfortable and very close to beach (though ended up being a rainy weekend so we didn’t get to go to beach). Close to Dockside Brewery which had great views and tons of tables and a few little stores within walking distance for convenience items

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
Amazing location on the beach, with the Sound a few steps away from the deck, yet still close to town. Loved the birdlife! Home was very clean and well stocked. Laura was easy to work with and responsive. A very enjoyable stay!
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities
The pool house was cozy and clean and the bed was comfy. John gave us restaurant suggestions and when the TV acted up, they were immediately out there to fix it. It was a quick trip but it would be nice to stay longer to appreciate this hidden gem!

Modern East Hampton Home w/ Heated Saltwater Pool
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

Affordable In-Law Apartment in Brooklyn, CT
Thank you so much! Really enjoyed my time in brooklyn.

Charming apartment with breathtaking view!
Highly recommend Patrick and Monica’s location. You feel right at home when you walk! The pool and patio views are breathtaking. The beds are very comfortable. Patrick was super responsive to my messages regarding restaurants.

East Hampton Oasis - Pool and Hot Tub
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Montauk Oceanview with Fireplace (2)
Loved the stay! Exactly what we thought it was - extremely convenient and cozy. Plenty of beaches to walk to and the food options were plentiful. Would definitely stay again.

Quiet 2 bed room apt w/ private entrance.
Alice’s place was great! We’ll be back again for sure.

Large heated pool, games room, near private beach
The house was perfect for my family. I loved the convenience of the one-floor layout and way it allows views of the pool and deck from the almost everywhere so we could enjoy it even when the weather didn't cooperate and we couldn't swim. The family /living room was comfortable and great for relaxing or watching a film. The lower level playroom was great fun with ping pong and billiards set up in two areas. We found everything we needed including electric outlets where you need them. The location was great for us and our rides to Montauk and the other towns in the area for museums and restaurants and views. The only thing less than perfect was low water pressure in the master bath sinks and shower, which Abigail said the plumber was addressing. She was extremely responsive and helpful.
Private, pet-friendly home rentals

Modern Coastal Home with Pool
What a beautiful place! We needed accommodations for our family as we attended our daughter’s graduation. This place was perfect . Plenty of space and we had everything we needed . We didn’t want to leave .

Luxe| Pool|BeachCar Beach Pass|GameRm|Movie|HotTub
My family and I had a wonderful stay - very peaceful and quiet. The house is beautifully appointed and well- stocked. The pool is fantastic and was kept quite warm during a chilly Memorial day weekend. Ann Marie (host) is kind and communicative. We'd definitely return!

The Beach House (Costa Casa Pelo Mar)
Rosemary was an excellent host and the home was clean, well stocked and felt very comfortable as a home away from home while traveling. We especially enjoyed the community’s private beach, using the provided parking pass, which was clean and calm water for children. After checkout I had left a pair of glasses and Rosemary let me know right away and assisted me in retrieving them before we left town which was much appreciated. The amenities for staying with a child were so helpful (changing table, pack & play, high chair, baby gate for stairs, beach toys). Would definitely recommend. Thank you!

The Barn by the Sound
Vicky and Peter's little barn apartment was perfectly located for us, close to the beach and we so enjoyed their well landscaped and beautiful property, the birds in the trees and views out the window. The furniture and bed were comfortable and kitchen had all that we needed. They thoughtfully left us a six pack of nice water in the fridge and a pretty little bouquet of her garden flowers on the table. Vicky was friendly and gracious when we saw her in her yard and ready to assist if we needed any thing. They also made the effort to move patio furniture to a location for our use. I would definitely recommend Vicky and Peter's airbnb for others.

Boulder Lake House Retreat
Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.

Sky of Blue, Sea of Green
This house had so many amenities and was exactly as described! We enjoyed having access to grills, a hot tub, game room, and all of the household/beach necessities! The house and game decor were super cute and the adults loved the competitive scrabble game on the wall. There was a small ant problem in the kitchen (which the owner was aware of) that was there despite attempts to keep the dishes and garbage can clean, but that was our only minor complaint. Overall, loved the place and would consider staying here again!

Mid-Century 4 bedrooms with Water View & Access
We had a wonderful weekend at Aude's home in Essex. The setting was beautiful and the house itself was immaculate. It is a 7 minute drive to the center of town, which was convenient. The host was very responsive and quick to fix any concerns we brought to her attention. I would definitely return to this Airbnb!

Your own Thimble Islands private cottage!
We had a fabulous weekend at this lovely cottage. Located on a remote peninsula surrounded by the glistening water we couldn’t have asked for a nicer experience. The amenities were both convenient and thoughtful. Although we chose to dine out, the kitchen was very modern with upscale appliances and an espresso machine. We did bbq on our last night and had a great end to our 4 night stay!
Quick stats about vacation rentals that are pet-friendly in Old Saybrook
Total rentals
40 properties
Nightly prices starting at
$130 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
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Point Judith Country Club
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
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