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Pet-friendly vacation 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 favorite
The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.
Home in Feeding Hills
4.89 out of 5 average rating, 974 reviews

Farm Fresh Feeding Hills

MichaelRating, 5 stars1 week 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 favorite
A single-story home is situated on a well-kept lawn with lush greenery and small bushes lining the front. The exterior features light-colored siding and a dark roof, complemented by multiple large windows that enhance natural light.
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars2 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 favorite
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 favorite
A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.
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 favorite
A serene lakeside view captures a vibrant sunset reflected on the calm water. The sky is filled with shades of orange and purple, framed by distant hills. A stone wall borders the foreground, leading into a pebbled area near the water's edge.
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 favorite
A view of Lake Pocotopaug, framed by lush greenery. A spacious deck extends towards the water, furnished with outdoor seating. A yellow inflatable sits on the dock, which is accessible for guests. The tranquil lake is surrounded by gentle hills in the background.
Home in East Hampton
4.99 out of 5 average rating, 72 reviews

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

KylieRating, 5 stars1 day 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
A serene outdoor space is presented, featuring two black adirondack chairs positioned on a well-maintained lawn. Colorful flower pots are placed on either side of a small table, with lush greenery surrounding the area and a tranquil lake visible in the background.
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 favorite
The cottage exterior is framed by lush greenery, featuring a welcoming entrance with a white door accented by a wreath. Blue hydrangeas bloom in pots beside the steps, leading to a stone pathway that invites guests to explore the property.
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 favorite
The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.
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.
Guest favorite
Aerial view of the property showcases a spacious multi-level home surrounded by greenery. An above-ground pool is situated in the backyard, with a deck featuring seating areas. The neighborhood features several nearby houses set back among trees, providing a sense of privacy.
Vacation home in Westbrook
4.89 out of 5 average rating, 35 reviews

Modern Coastal Home with Pool

SaraRating, 5 stars3 weeks ago
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 .
Top guest favorite
A stone pathway leads to a sparkling pool surrounded by lush greenery. Flowering plants in pots frame the pool area, while lounge chairs and a shaded umbrella provide seating options. Tall trees offer privacy, creating a serene outdoor retreat.
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
A two-story cottage is visible in the background, with a cozy gazebo covering a private hot tub on a red deck in the foreground. A warm sunset casts a golden hue over the scene, illuminating the surrounding trees and the inviting exterior of the cottage.
Cottage in Plymouth
5 out of 5 average rating, 19 reviews

Lakefront Summer Escape | Cool Tub | Fire Pit

AllysonRating, 5 stars6 days ago
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!
Guest favorite
A clear blue pool is surrounded by a stone patio, featuring colorful floatation devices in the water. A diving board extends over the edge, while lounge seating and cabana beds are visible in the background. The pool area is enclosed by a white fence.
Apartment 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!
Top guest favorite
An infinity pool is positioned under a covered area, with views of the coastline visible through large openings. The pool is bordered by a stone wall, and wooden decking leads to sandy beach access. A grill and various outdoor supplies are set to the left.
Home in Madison
5 out of 5 average rating, 36 reviews

Waterfront Beach House with pool

Andrew & HeatherRating, 5 starstoday
Meaghan was a wonderful host who was very prompt, kind, and respectful of privacy. The house itself was stylish, comfortable, and modern while being kid friendly which is a tough thing to achieve in any home let alone an Airbnb. The view from the house was an absolute highlight! We had a great time!
Guest favorite
A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.
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 favorite
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 favorite
An aerial view of the farm showcases expansive green grounds interspersed with tree cover and pathways. Several fenced areas and horse barns are visible, along with well-maintained fields. The surrounding nature creates a serene environment, inviting a sense of peace and relaxation.
Apartment 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 favorite
Home in Rocky Hill
4.96 out of 5 average rating, 25 reviews

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

AdamRating, 5 stars1 week ago
Great location. Great space. Everything was in excellent condition. Our family had a wonderful time.
Top guest favorite
A large, soft dog bed is positioned outdoors on a stone patio, with a relaxed dog lounging comfortably on it. In the background, a person is seen sitting in a hanging chair, while another individual is nearby, adding to the serene outdoor setting surrounded by trees.
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

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

PriscillaRating, 5 stars2 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.
Guest favorite
A spacious living area features a light-colored sectional sofa with various decorative pillows. A circular coffee table sits on a patterned area rug, accompanied by a small potted plant. The sloped ceiling adds to the room's unique character, with soft lighting creating a warm environment.
Apartment 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 favorite
A cozy living area features a teal sectional sofa adorned with decorative pillows, complemented by a marble coffee table. Natural light filters through two windows adorned with sheer curtains. A potted plant adds a touch of greenery to the inviting space.
Apartment in Bristol
5 out of 5 average rating, 42 reviews

Two Bedroom Apartment on Forestville Bristol

ShanlynRating, 5 stars1 week ago
We were so happy to find this lovely hidden gem in our family’s neighborhood. It is so much better than the local hotels we’ve had to endure thru the years when we come to visit. The owner has done an amazing job with his properties and we appreciate how comfortable we felt. We used one room with the 2 twin beds as our “dressing room” which was closest to the bathroom. Well equipped kitchen and laundry room. Primary bedroom has a Queen bed and nice lounge chair. The neighbor is quiet and safe. We look forward to our next stay!
Top guest favorite
A spacious living area features a large sectional sofa adorned with red cushions, complemented by a coffee table and side tables. Bright light floods the room through the sliding glass doors, opening to the outdoor deck. A staircase leads to a lofted area, enhancing the open feel.
Apartment 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 favorite
The exterior of a two-story house is illuminated at night, showcasing modern architectural features. Large windows allow warm light to spill outside, and two outdoor chairs are positioned on the lawn, providing a welcoming space. Nearby vehicles are parked on the driveway.
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 favorite
A combined living and dining area features a dark wood dining table with white chairs and a vase of flowers. A comfortable sofa sits alongside a light armchair, with a standing lamp providing soft illumination. Natural light filters through a nearby window.
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!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$6,294 GYD 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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