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Pet-friendly vacation rentals in Middlesex County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Middlesex County pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in North Haven
5 out of 5 average rating, 144 reviews

Luxury Stay in Expansive Historical Home

Rebecca Rating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Cutchogue
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars6 days ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.
Top guest favorite
Home in East Haddam
5 out of 5 average rating, 24 reviews

Pet-Friendly Getaway in Historic East Haddam Home

LaurenRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Milford
4.99 out of 5 average rating, 111 reviews

The ARLO - Walk to Brewery & Restaurants

LaurieRating, 5 stars1 week ago
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 💕
Guest favorite
Home in East Hampton
5 out of 5 average rating, 19 reviews

CT River Retreat - Modern Home with CT River Views

BrianaRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Southbury
4.99 out of 5 average rating, 121 reviews

The Cottage at Cedar Spring Farm

SimoneRating, 5 stars1 week ago
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.
Top guest favorite
Home in New Haven
4.98 out of 5 average rating, 174 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

LaurrenRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Stratford
4.94 out of 5 average rating, 178 reviews

Cozy Colonial - Private Hot Tub & Entire House

HelenRating, 5 stars3 weeks ago
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

Top guest favorite
Guesthouse in Southbury
4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

YelizaRating, 5 stars1 week ago
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.
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars3 weeks ago
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!
Guest favorite
Guest suite in Brooklyn
4.93 out of 5 average rating, 189 reviews

Affordable In-Law Apartment in Brooklyn, CT

KathyRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Burlington
4.85 out of 5 average rating, 110 reviews

Charming apartment with breathtaking view!

AshleyRating, 5 stars1 day ago
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.
Superhost
Home in East Hampton
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars1 week ago
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!!
Guest favorite
Bungalow in Montauk
4.91 out of 5 average rating, 618 reviews

Montauk Oceanview with Fireplace (2)

AdrienneRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars2 weeks ago
Only complaint would be the noise from road during the morning commute
Guest favorite
Home in East Hampton
4.93 out of 5 average rating, 153 reviews

Large heated pool, games room, near private beach

KarlaRating, 5 stars2 weeks ago
A beautiful house to always spend time with important people.

Private, pet-friendly home rentals

Guest favorite
Apartment in New Haven
4.97 out of 5 average rating, 29 reviews

Cozy East Rock apartment

JanetRating, 5 stars3 weeks ago
Immaculate space. Comfy couch and bed. Soft linens. Easy check in. Nice, historic neighborhood. Highly recommend!
Superhost
Apartment in Killingworth
4.75 out of 5 average rating, 12 reviews

Cozy & Romantic CT Hideaway: Forest & Beaches

DamianRating, 5 stars5 months ago
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.
Guest favorite
Guesthouse in Madison
4.97 out of 5 average rating, 77 reviews

The Barn by the Sound

DianeRating, 5 stars3 weeks ago
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.
Guest favorite
Tiny home in East Lyme
4.93 out of 5 average rating, 28 reviews

Lakeside Getaway Tiny House

RaymondRating, 5 stars1 week ago
Very beautiful
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 32 reviews

Cozy 2BR/1BA Apt | Close to Wesleyan & CT River

AndreaRating, 5 stars2 weeks ago
Karena's place was great. My husband and I stayed for a weekend trip and had a very relaxing and comfortable stay. Would recommend.
Top guest favorite
Cabin in East Haddam
5 out of 5 average rating, 18 reviews

Lakeshore Cabin with boat dock

IrenaRating, 5 stars4 weeks ago
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!
Superhost
Cabin in Northford
4.93 out of 5 average rating, 42 reviews

Yamagoya House

KatieRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Haddam
4.95 out of 5 average rating, 22 reviews

Luxe Lake House Retreat Between Boston & New York

DelphineRating, 5 stars3 weeks ago
The place is so peaceful and gorgeous, almost like being in a nature preserve but not far from anything either. We saw deer, a fox, a heron, and lots of adorable chipmunks. It was the perfect place to stay during a graduation weekend where the town was bustling and we needed a place to decompress when not on campus. The lawn is simply stunning, and there are incredible views on the the pond and the sky from pretty much every room in the house. We were there during a wet spring and everything was green and fresh. It must be spectacular in the fall or during a snowy winter. Shawn is a super kind, attentive host. We hope to come back in 3 years for our next graduation! Thank you for letting us stay here!

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