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Pet-friendly holiday rentals in Middletown

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Middletown pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Rocky Hill
4.96 out of 5 average rating, 26 reviews

Cozy Waterfront Home, With Hot Tub~Rocky Hill, CT

TanyiaRating, 5 starstoday
I would like to stay Lisa’s property looked just like the pictures, but it was honestly even better! We have been to many nice Airbnbs but this was the nicest. It was the special touches that were so thoughtful….beautiful fresh roses in the kitchen and bathroom, battery candles that came on in the evening, muffins, snacks, dog treats, shower steamers. So very welcoming. We had such a relaxing few days. The home is extremely clean with very comfortable decor and bedding and lovely thick bath towels. The master bath is spa like. We enjoyed sitting out on the huge deck while my son was fishing right across the street. If we get back to the area, we would stay here again in a heartbeat. Thanks so much Lisa for having us.
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 974 reviews

Farm Fresh Feeding Hills

MichaelRating, 5 stars2 weeks ago
This was our second stay and again it was a very pleasant experience. Mornings are beautiful as the sun lights up farm and the hillside. The sounds of the animals are soothing to the soul. We hope to stay again on our next visit.
Top guest favourite
Home in North Haven
5 out of 5 average rating, 144 reviews

Luxury Stay in Expansive Historical Home

Rebecca Rating, 5 stars1 week 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!
Guest favourite
Home in South Windsor
4.9 out of 5 average rating, 147 reviews

Spacious 3 Bedroom Ranch With Office

AbbyRating, 5 stars1 week ago
We had a great stay while in town for a family wedding. The house had everything we needed for our family, which included two toddlers and a dog. The deck was a great feature and they even had extras for pets (like a dog bed) at the home. Would recommend!
Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 26 reviews

Lakeside Paradise with Breathtaking Sunsets

MaileeRating, 5 stars2 weeks ago
Amazing house! We rented the lake house and guest house to spend time with family and friends during our son’s graduation at Wesleyan. I stayed in the guest house. It was so cozy with great modern amenities. It was the perfect place to relax and close to the school. Being close the lake was a definite plus. I highly recommend!!!
Top guest favourite
Home in East Hampton
4.99 out of 5 average rating, 72 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

KylieRating, 5 stars2 days ago
We had a wonderful stay at this gorgeous lakehouse! Honestly, the pictures don't do the place justice. The lake was lovely, and the house was well-equipped and spotlessly clean. The furnishings and decorations were far nicer than you often find in an airbnb; it felt like a true home. Everything we could have possibly needed to enjoy the lake was provided, from canoes and kayaks to inner tubes, and the kitchen was well-equipped with all manner of cooking utensils and basic spices/condiments. Linda and Dick were great--very communicative and easy to get ahold of, but left us to our privacy otherwise. Would absolutely go back again!
Superhost
Home in Westbrook
4.79 out of 5 average rating, 125 reviews

The Dragon Fly Garden

DeannaRating, 5 stars3 weeks ago
We had a marvelous stay with our friends and dogs. The location and grounds were perfect for getting to our daytime event and the Dragonfly Garden was serene for relaxing in the evening enjoying tasty delivered dinners. Thanks, Todd. We will definitely stay there again when we are in the area!
Guest favourite
Home in East Hampton
4.94 out of 5 average rating, 17 reviews

Lake House, Pet-Friendly

KivieRating, 5 stars2 weeks ago
My wife, friends, and I had an awesome time, and Thomas is very thoughtful. Second time renting from him, and last time I mentioned we made smores. For my wife, it was her first time. Guess what? He left us a smores kit! Thanks again, Thomas!

Pet-friendly home rentals with a pool

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars3 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Top guest favourite
Guest house 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 favourite
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!
Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 19 reviews

Lakefront Summer Escape | Cool Tub | Fire Pit

AllysonRating, 5 stars1 week ago
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!
Guest favourite
Flat in Burlington
4.85 out of 5 average rating, 110 reviews

Charming apartment with breathtaking view!

AshleyRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars1 week ago
Only complaint would be the noise from road during the morning commute
Guest favourite
Home in New London
4.89 out of 5 average rating, 133 reviews

Beauty and the Beach!

HeatherRating, 5 stars2 weeks ago
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.
Guest favourite
Home in New London
4.9 out of 5 average rating, 169 reviews

Sunset Oasis 2 @ Ocean Beach: Ranch w/ 6 Queen

RauloRating, 5 stars3 weeks ago
The Airbnb had everything you need, it is in a wonderful location and I would return at any time.

Private, pet-friendly home rentals

Guest favourite
Flat in Killingworth
4.89 out of 5 average rating, 47 reviews

Life on the Farm

BrooklynRating, 5 stars1 week ago
We loved our stay here for when we visited New Haven! The place was clean and worked perfect for our dog! We loved the farm outside and the peaceful and private area outside. Would stay here again!
Guest favourite
Flat in East Rock
4.97 out of 5 average rating, 29 reviews

Cozy East Rock apartment

JanetRating, 5 stars2 weeks ago
Immaculate space. Comfy couch and bed. Soft linens. Easy check in. Nice, historic neighborhood. Highly recommend!
Top guest favourite
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

Don’t miss out on this cozy New England escape!

PriscillaRating, 5 stars3 days ago
Shawn's home provided a perfect place for my husband, mother and myself spend time with my son and daughter-in-law that are now attending college in CT. The home was spacious and made it possible for us to cook and to gather around a table for a family meal. The hot tub, fire pit table and grill was a great addition. There are also plenty of games available. The beds are super comfy! We wanted to take advantage of the skatepark but no one brought a board :-( The property and home are very beautiful. We had such a great time and won't forget how peaceful our stay was. Shawn is very responsive, informative and polite. Thank you for a wonderful stay.
Top guest favourite
Flat in Guilford
4.96 out of 5 average rating, 83 reviews

Cozy Private Lake Q Retreat

JenniferRating, 5 stars2 weeks ago
Great little spot. This rental has everything you need. Forget something-they got it. Very clean and modern with thoughtful touches. Had an extended stay here and extended for longer. 1 bedroom with loft that owner made into another bedroom for me. Loved it. Great deck, stunning lake view from all the windows. Owner very responsive to any needs. 100 percent recommend. Neighborhood lovely and quiet. Amazing respite.
Top guest favourite
Guest suite in Northford
5 out of 5 average rating, 43 reviews

Private Bright Studio Retreat with kitchen

ChuksRating, 5 stars2 weeks ago
This place is one I highly recommend when visiting this area. Everything was amazing and the host is very respectful of the space. I will definitely be booking this place again.
Guest favourite
Guest house in East Hampton
4.84 out of 5 average rating, 56 reviews

Your Own Barn Loft Suite Among the Treetops

ChristineRating, 5 stars2 months ago
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!
Guest favourite
Guest suite in Glastonbury
4.81 out of 5 average rating, 98 reviews

The Hospitable Homestead-Kid Friendly & Pets too!

AprilRating, 5 stars1 week ago
Leah’s place was perfect for our little family… we needed a place to stay with our 3 dogs while we refinished the flooring at our house. We love Glastonbury and were excited to stay for a few days. The house was close to the highway to get to work but still had a country feel. The dead end street made it feel safe to walk our dogs. The house was clean and had everything we needed to be comfy while away from home. There were a few things marked to be renovated while we were there however, it didn’t affect our stay. Leah was so responsive and sweet to our family. I would definitely stay there again!
Top guest favourite
Cabin in East Haddam
5 out of 5 average rating, 18 reviews

Lakeshore Cabin with boat dock

IrenaRating, 5 stars3 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!

Quick stats about holiday rentals that are pet-friendly in Middletown

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹2,564 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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