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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.

  • 1ST FLR APT Your private resort, now FAMILY-ized!
    SUPERHOSTEntire guest suite · 4 guests · 1 bed · 1 bath
    1ST FLR APT Your private resort, now FAMILY-ized!

    (Currently, no 1-day bookings due to extensive cleaning required) Hot tub/fire pit/pool! Hike our woods to deer trail along river! Over 80 eateries within 15 mins-many now take-out/delivery! Our guests spend most of their time privately enjoying our property and movies on the giant TV

    What guests are saying:

    “This is a wonderful home! My partner and I needed an escape from the chaos of the city. This house was perfect for what we were seeking! The place is peaceful and tranquil. It has an awesome hiking trail that leads you to a beautiful river. The hot tub is a must! And the home itself is perfect for kicking back with a cup of coffee or a glass of wine. It is far enough from the city, but only minutes away from many restaurants and stores. I definitely plan to be back in the future!”

  • 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!”

  • 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.”

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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

1ST FLR APT Your private resort, now FAMILY-ized!
SUPERHOSTEntire guest suite
1ST FLR APT Your private resort, now FAMILY-ized!
Price:$100 / night
Water front studio apartment with fireplace.
SUPERHOSTEntire apartment
Water front studio apartment with fireplace.
Price:$125 / night
Luxurious Barn With New England Charm
SUPERHOSTEntire house
Luxurious Barn With New England Charm
Price:$129 / night
Bluebird Farm Barn Loft
SUPERHOSTFarm stay
Bluebird Farm Barn Loft
Price:$37 / night
Elm Garden (Wo)Man Cave
Entire guest suite
Elm Garden (Wo)Man Cave
Price:$60 / night
Vinola-Lakeside Cabin on Beach Pond with Sauna
SUPERHOSTEntire cabin
Vinola-Lakeside Cabin on Beach Pond with Sauna
Price:$98 / night
Fair Haven Heights Entire 1 Bedroom Apartment
Entire apartment
Fair Haven Heights Entire 1 Bedroom Apartment
Price:$60 / night
Geodesic Dome in the Wooods
SUPERHOSTDome house
Geodesic Dome in the Wooods
Price:$49 / night
Cosy, modern, forest cabin with babbling brook
SUPERHOSTEntire house
Cosy, modern, forest cabin with babbling brook
Price:$145 / night
Water Forest Retreat -Octagon
SUPERHOSTTiny house
Water Forest Retreat -Octagon
Price:$106 / night
Spacious and cosy
Entire house
Spacious and cosy
Price:$30 / night
Art/Yoga Studio Loft
SUPERHOSTBarn
Art/Yoga Studio Loft
Price:$85 / night
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