Pet-friendly holiday rentals in Middletown

Year Round Beach House in Old Saybrook, CT.- Pets

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Almosta Vineyard Farm Getaway

Bright rustic farmhouse with beautiful field views! Truly a one of a kind location; short walk to Quassy amusement park, short two mile drive to the center of Woodbury; which offers many great restaurants, stores, and access to the CT antique trail, walking access to the Middlebury greenway, centrally located near various hiking locations, and local to numerous wineries and breweries. Quick access to 84 and Route 8. Includes two private ponds ready to be fished and a brand new barn!

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more. ❄️ crisp air + hot tub = pure bliss

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Cozy Cottage - Lux Bed, Backyard - Pets Welcome

Friendly, quiet neighborhood. Newly renovated packed with amenities. Brand new theater system will offer an at home movie experience and the shower is to die for. Fenced backyard for private play with the pup. Beat the crowds in quiet Groton at this peaceful cottage retreat. Located on Hamburger Hill less than 2mi to Highway access, 5mi to the Naval Sub Base and 10mi from Downtown Mystic and New London. Kitchen fully equipped for a holiday meal.

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

Greenport Village walking distance to all

Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

Pet Friendly One Bedroom House

Great pet friendly house located close to the water, downtown, beaches, train service and I-95. Off street parking, laundry facilities, great fully fenced in back yard. Large one bedroom and bath with a pull out sleeper couch in the main room. Close to restaurants and many outdoor activities including the town beach and docks.