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Vacation rentals in Connecticut

Vacation rentals in Connecticut

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Connecticut

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Luxurious Barn With New England Charm
    SUPERHOSTEntire house · 8 guests · 5 beds · 3.5 baths
    Luxurious Barn With New England Charm

    Three decades of tasteful renovations — using almost 100% re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, 353Brookside is a modern home that maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic get-aways, retreats, family gatherings and more.

    What guests are saying:

    “Davis's house is really wonderful. We are frequent travelers and we love NYC and we usually make getaways to some nearby state to know and experience other ways of living. I write in Spanish to be more precise in what I want to tell ... I hope Davis can translate it as well as possible. We were 4 nights with my family. Every place in the house is charming, the rooms, bathrooms, dressing rooms, desk ... every space with unique details and everything you need is there, available. The living and kitchen are dreamed, the photos do not reflect the perfect style. One of our children is a musician and the piano sounds perfect. Each room has its TV with entertainment system which allows the translation of languages. The exterior is beautiful with a stream that crosses the back of the house. We made a fire on a cold afternoon and used his grill. It is a house to stay, walk for a while on the beaches and forest park and cook some specialties of Trader Joe. I recommend to travelers that in addition to enjoying NYC, relax a few days in Davis's barn. Greetings from Argentina.”

  • Water front studio apartment with fireplace.
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Water front studio apartment with fireplace.

    This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

    What guests are saying:

    “In these trying times of restrictive travel, Super Host David has been kind to offer a piece of his studio with an European style patio. It has a spectacular view of The Sound and offers magnificent sunrises. While there are fine restaurants nearby, there is no need to go out. We enjoyed our own private dining overlooking the beautiful scenery. Local restaurants offer take out service, also, the studio has amenities to prepare meals, if you wish. This is beneficial with recent social distancing directives. The studio is immaculately clean and luxurious. Your privacy is strictly respected. Unlike other local accommodations, it is located on the end of a quiet street with minimal traffic, if at all. This is a "KEEPER" for repeat getaways. Thanks David!”

  • Vinola-Lakeside Cabin on Beach Pond with Sauna
    SUPERHOSTEntire cabin · 8 guests · 6 beds · 1 bath
    Vinola-Lakeside Cabin on Beach Pond with Sauna

    "Vinola" is charming cabin built in the early 1930's. It underwent a total interior renovation in 2016 and is now the "Cabin in the Woods" you've been looking for! Enjoy an idyllic escape from the city year round. Activities include swimming, fishing, hiking, kayaking or just a cozy snooze with a book on the couch. Top off your stay by trying our traditional wood-fired Finnish sauna. Relax tired muscles and rejuvenate the soul. Check our photos and reviews!

    What guests are saying:

    “The cabin was amazing, such an amazing place to go with friends or family. My friends and I had an unforgettable experience. As soon as we arrived we were blown away by how beautiful the cabin and property was. The children playing near by seemed to be having a blast the entire time, and the neighbor and surrounding people showed us amazing hospitality. Not one single bad thing or complaint could be said about this Airbnb. The cabin was bigger than we expected, it was just a nice little break from everyday life. I suggest visiting the lake at night. It looked so beautiful, it was astonishingly quiet and the stars were plentiful and bright. The sweet little doggy that said hi to us while we were fishing from the beach was awesome too, as well as the horse we met. I can go on and on ab how much fun we had and we only stayed 2 nights. I def recommend going for an experience yourself! The host/hosts definitely know how to make you feel comfortable.”

Vacation rentals for every style

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Popular amenities for Connecticut vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Connecticut

Geodesic Dome in the Wooods
SUPERHOSTDome house
Geodesic Dome in the Wooods
Price:GYD11,507 / night
1ST FLR APT Your private resort, now FAMILY-ized!
SUPERHOSTEntire guest suite
1ST FLR APT Your private resort, now FAMILY-ized!
Price:GYD22,665 / night
Elm Garden (Wo)Man Cave
Entire guest suite
Elm Garden (Wo)Man Cave
Price:GYD16,284 / night
Historical studio Modern ZenHouse 50 min from NYC
SUPERHOSTEntire house
Historical studio Modern ZenHouse 50 min from NYC
Price:GYD77,763 / night
Cozy Storybook Castle
SUPERHOSTCastle
Cozy Storybook Castle
Price:GYD38,357 / night
Get Back to Nature at a Modern Wood Clad Getaway
SUPERHOSTEntire guesthouse
Get Back to Nature at a Modern Wood Clad Getaway
Price:GYD41,845 / night
River Houseboat at Sticks and Stones Farm
SUPERHOSTPrivate room
River Houseboat at Sticks and Stones Farm
Price:GYD24,898 / night
Ellis -Lakeside Cabin on Beach Pond with Sauna
SUPERHOSTEntire cabin
Ellis -Lakeside Cabin on Beach Pond with Sauna
Price:GYD20,644 / night
Cosy, modern, forest cabin with babbling brook
SUPERHOSTEntire house
Cosy, modern, forest cabin with babbling brook
Price:GYD30,338 / night
Private Barn Residence in the Woods of Redding CT
SUPERHOSTEntire guest suite
Private Barn Residence in the Woods of Redding CT
Price:GYD52,306 / night
Unique, fun riverfront cottage
Entire house
Unique, fun riverfront cottage
Price:GYD27,199 / night
Water Forest Retreat -Octagon
SUPERHOSTTiny house
Water Forest Retreat -Octagon
Price:GYD22,875 / night
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