
Pet-friendly holiday rentals in Middlesex County
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Top-rated pet-friendly home rentals in Middlesex County
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Pet-friendly house rentals

Casino Wine Down House
Beautiful, relaxing, clean Airbnb. Had an issue with the shower, which can happen anywhere, Mk was super responsive and came over quickly. Loved loved loved our stay here. Didn’t use the swimming pool due to weather but the screened deck with the Fire Pit and the superb game room saved the day. Thank you for hosting us will be back

Luxury Stay in Expansive Historical Home
The house was wonderful! We stayed for my daughter’s graduation and it couldn’t have been more perfect. The special touches like having the kitchen so well stocked and toiletries in all of the rooms was especially nice, and the house had plenty of room for everyone to relax and spread out. We thoroughly enjoyed our stay!

Beach Haven - waterfront, near Yale, sunsets
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.

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

CT River Retreat - Modern Home with CT River Views
We had an amazing stay at Peter’s home by Saint Clement’s Castle for our wedding weekend! From start to finish, Peter was an exceptional host—friendly, responsive, and incredibly flexible with the details of our stay, which helped make a busy and emotional weekend so much smoother. The home itself was spotless, modern, and thoughtfully maintained. Every room felt comfortable and inviting, and the clean, updated aesthetic made it the perfect place to relax between events and get ready for our big day. It truly felt like a peaceful retreat during a very special time in our lives. We couldn’t have asked for a better experience and would absolutely recommend Peter’s place to anyone visiting the area—especially for events at Saint Clement’s. Thank you again, Peter!

The Cottage at Cedar Spring Farm
Betsy's cabin was fantastic. It is even more charming in real life than in the photos. The directions getting there were perfect, the cabin was super clean, and Betsy had left snacks and water for us and for our dogs. We were in town for a family event, but did take some time to explore. We ate at the Oxford House, which had a patio that allowed our dogs to go with us. We had great hikes at Southford Falls State Park and Kettletown State Park (if you're from out of state, you have to pay a fee to enter Kettlewood). It was a quick trip; Betsy's cabin was a great spot for us to make home for 2 nights.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
Cannot say enough good things about this charming home! The house had beautiful bay windows with a spectacular view, large bedrooms with plenty of room, and was very clean. Directly across the street was a waterfront park with trails along the coastline that were a blast to explore. And it was close to everything. Highly recommend!

Cozy Colonial - Private Hot Tub & Entire House
Charming house in a nice neighborhood. We didn’t have a car rented but could walk to some restaurants (about a mile or so away). Hot tub and outdoor area was nice. Attended a graduation at Yale University and could easily Uber there.
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities
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.

Pool House
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!

Affordable In-Law Apartment in Brooklyn, CT
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.

Charming apartment with breathtaking view!
Patrick and Monica were incredibly welcoming, making us feel right at home. They were communicative, helpful, and especially great with our dogs. We loved the property and left feeling fully rested. We would love to come back!

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.

Explore the Water & Woods at a Relaxing Retreat
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!

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Only complaint would be the noise from road during the morning commute
Private, pet-friendly home rentals

Cozy & Romantic CT Hideaway: Forest & Beaches
Lovely and charming location. Full of New England charm. The guest apartment was spacious, comfortable and very well appointed with all we needed. Definitely expecting to stay again when in the area.

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.

Your Own Barn Loft Suite Among the Treetops
This is a fabulous place to stay! Beautifully decorated and all the comforts of home. Andrew and Jessica were gracious hosts and great communicators. We will definitely stay again!

Pet-Friendly Getaway in Historic East Haddam Home
Me and a few friends spent the weekend at Lauren’s since we had a wedding in East Haddam. Lauren’s home was lovely, and we especially loved the friendly chickens in the backyard! The beds were extremely comfortable and the home was perfect for our needs. Thank you so much for having us!

Cozy 2BR/1BA Apt | Close to Wesleyan & CT River
Karena's place was great. My husband and I stayed for a weekend trip and had a very relaxing and comfortable stay. Would recommend.

Lakeshore Cabin with boat dock
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!

Casa Yamagoya
Alex’s home was a vintage design beauty! You could tell how much thought and detail he put into his home. The amenities were wonderful, including a gorgeous living room, great sound system, well-stocked kitchen, outdoor wood burning chimney, BBQ, and bucolic tree-surrounded hot tub (which we loved). But the best part was Alex himself. What a nice guy! He welcomed us at check-in with delicious freshly baked sourdough bread and homemade ginger cookies later in our stay. He also gave us fantastic advice on things to do in the area. Overall, you’ll love this home nestled in the CT woods!

@Get_Yurty w/ 2 sleeping pods, NO Cleaning/Pet fee
Wonderfully unique and peaceful place to stay. It was essentially fun to move around in the place. Cozy bedrooms. Perfect comfortable beds because I like soft and my friend likes firm and they we were both satisfied. The tv and lights were great! Just an overall amazing place. Highly recommend!
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach