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.

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.

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!

Jessica’s place is a true gem! The property is absolutely beautiful—set on a peaceful farm with wide open skies, green fields, and the sweetest little crew of chickens and friendly farm cats who made our stay even more special. The accommodations were clean, cozy, and full of charm—perfect for a relaxing weekend escape. Jessica was a wonderful host: thoughtful, communicative, and respectful of our space. You can really feel the love and care she puts into both the home and the land. If you’re looking for a quiet, picturesque retreat that feels worlds away while still being close to all the best of the North Fork, this is the place. We can’t wait to come back!

We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

We only stayed the weekend, but I wish we could have stayed longer. Everything was outstanding! The house is big and beautiful. Everything was immaculate. Bill was very responsive. The fenced in yard was perfect with our dogs. My family and I felt right at home. Can’t wait to come back!

Lots of space to hang out. Beautifully remodeled. Loved the bits and pieces in the pantry. Had regular coffee pot as well as keurig. Well stocked kitchen to make our big breakfasts.

This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.

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.

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.

Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!

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!!

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!

Only complaint would be the noise from road during the morning commute

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!

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 .

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.

I am so happy we found Carie's place! We are a band on tour right now and had such a relaxing time. Hot tub was perfect. Kitchen had everything we needed for a home cooked meal. Instructions were clear and easy to follow. Easy check-in/check-out. Thank you so much!

Very beautiful

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!

We spent a long weekend at Dennis’ place and it was nothing short of amazing. Our aim was to relax and enjoy the lake, and we did just that. The house was exactly as described, matched and exceeded our expectations; furnished and the kitchen had everything we needed and more. If we’re back in CT, we won’t hesitate to book the house again! Thanks for being wonderful hosts!

The house was the perfect size since we spent most of the time out and about! Clean space and kind host!