Pet-friendly holiday rentals in Old Saybrook

Rosemary’s house is beautiful and was perfect for our stay! There was 8 of us and it was just right!

The Boulder Lake House was absolutely beautiful. The photos do not do the home justice. They have everything you can possibly need inside and it was immaculately clean! We traveled with our 2 & 4 year olds who are very particular about things & they loved the house. Made themselves right at home. The amenities were endless and the kitchen was a treasure to use; we ate home for every meal. We had an issue with the deck door & owner was at the house within 20 minutes to help. Very respectful & helpful. I would definitely reserve this house in the future.

Great little house! Kitchen was outstanding! Stan left some lovely treats for the and made the home a great home away from home. Down to dog bowls for our fur babies! Only downside was one bathroom (for our family that was rough but such a small issue). Beds were comfortable and we really enjoyed the space.

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!

Jess’s place was lovely (and so was her recommendation for where to get a great egg sandwich!). We loved reading on the screened-in porch and being within walking distance of two wineries. Hope to be back next year!

The ARLO was super cute and very clean. It had ALL the amenities we needed. Outstanding communication with the hosts. Great welcome guide full of info. that answers all your questions. Looking forward to coming back 💕

This house is amazing, even more spacious than the photos indicate. Everything was spotlessly clean. The hosts were great communicators, and made sure I had everything I needed. The rooms were nicely furnished and so beautiful. I’d definitely stay here again.

Vinnie was very responsive to all our questions. The house was clean, well stocked, and very roomy. Everything in the bathrooms worked well for an older house. The downstairs is well decorated and has lots of interesting furniture! There are a lot of table lamps so you'd want to be careful staying there with smaller children. Very comfortable family room with large TV. The location is picturesque and very private. We enjoyed our stay.

I cannot express the new found love I have for this beautiful place. First, I’d like to thank John for allowing my son and I to visit with our small dog. We come from New Jersey and John had plenty of recommendations as far as places to eat, visit and explore. Our stay was so peaceful, clean and quiet! It really is worth the visit. I personally loved all the books that were filled with art work. My son said this place feels just like home and I couldn’t agree more. We can’t wait for our next visit!! :)

Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.

The home is beautiful, clean, and very comfortable. We were there for six nights celebrating our son’s graduation from the United States Coast Guard Academy, and couldn’t have found a better place. Our family enjoyed gathering and spending time together. The house had everything you could need - Tracy and Patrick clearly care about creating an inviting place for families to enjoy and were very responsive. The location was perfect with easy access to restaurants, a grocery store, New London, Mystic, Foxwoods and Point Judith.

Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!

Alice’s place was great! We’ll be back again for sure.

We did enjoying when staying Marina's house. The place was beautifull, clean and cozy. Very recommeded!!! Thank you for letting us stay in your lovely nest!

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.

Kevin was a great host after securing one of his tiny houses last minute. It was a 2-night stay and my first in a tiny house. They are quite functional and his was well equipped with anything you will need. The outdoor fire pit and picnic table were a favorite. I stayed in one opposite the lake, but it was peaceful and private. I look forward to returning to stay at another one of his units. Although I was unable to visit the beach with temperatures in the 60's, it was clean and convenient. There are several things to do close by and a few favorites were Fox Farm Brewing and Coffees Country Market.

We really enjoyed our stay at Carie’s! The house was clean and cute. Our kids loved the game room and hot tub, and the yard was perfect for our dogs. The area is very walkable and lively post-Memorial day. We highly recommend this rental!

Loved the house. Amazing little community with a gorgeous beach just a short walk away. Thoughtfully stocked with so many supplies, which was unexpected. Lots of seating. My partner and I agreed the beds were possibly the most comfortable we’ve slept on, ha! Would definitely stay here again.

Came with a few friends and we were all so amazed at how beautiful the house was. Very clean and the views were breathtaking. The pool was perfect and everything was just so amazing the whole weekend. Meaghan was very responsive when answering questions and flexible. Perfect host.. Highly recommend!!!

Cheryl's place was adorable! I felt right at home in the cosy open concept living space. My mom crashed the weekend portion of the trip which was nice. My cat Mushu had a wonderful time and we even went outside. The beach was about a four minute walk for me, and a breathtaking view as you approach. Cheryl had everything necessary and mentioned. Next time I'll be sure to bring coffee filters and sugar. There were unexpected amenities too like paper towels and trash bags, and candles. There were also tons of spare toiletries like shaving cream and shampoo and conditioner and body wash. Thanks again!

Fantastic Airbnb. Felt like we were staying at a well taken care of and beautifully furnished home of a friend. Nice art, interesting books, comfy and attractive furniture. The whole house was well furnished. There was a lovely snack basket with fresh fruit, bars, French bread, and delicious local cheese to welcome us. Well stocked kitchen- high quality cookware, lots of cooking basics (spices, etc). But, on top of it all, there was wonderful living space- two full well appointed living rooms each with their own amazing view (one of trees, the other of the pond), a large comfortable yet elegant dining room, a big open concept kitchen with a breakfast table, perfect to do a puzzle, play games or have a quick bite. Plenty of room for our party of 10 adults. Beds were comfy, master suite beyond expectation in size and comfort. Great local market for sandwiches/cookies/coffee. Lovely, local CT beach full of shells. Very responsive host. Stay at this airbnb! Even more beautiful in person.