Villa holiday rentals in New Haven County

Find and book unique villas on Airbnb

Top-rated villa rentals in New Haven County

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

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Superhost

Villa in Morris

4.89 out of 5 average rating, 131 reviews

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

Superhost

Villa in Guilford

4.89 out of 5 average rating, 35 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old* Stroll along the loop trail in our woods, sit in the garden, have a fire in the fire pit, or relax and get some sun by the marine-blue, stone-decked pool! Birdwatching, breakfast, and evening cocktails are best on the spacious wrap-around deck. Hiking is just steps away at "Westwoods Trailhead".

Guest favourite

Private room in New Haven

4.89 out of 5 average rating, 28 reviews

Spacious large room in Yale neighborhood

The house is in Yale neighbourhood. Spacious bedroom with shared bath in more than one hundred years old house with a big backyard and front yard off Prospect Street. Off-street Parking. Close to downtown New Haven and Yale campus. 10-25 minutes walk to Yale campus or downtown. 1-min walk to Yale free Shuttle Blue Line. This is a mix of American and Chinese culture family( Chinese tea )and have a sense of home feeling. Forget your worries in this spacious and serene space.for your traveling.

Villa in Bridgeport

4.79 out of 5 average rating, 14 reviews

Indulge in Prime Luxury 3BR 3-7 Guest

Experience luxury and convenience at our stunning villa! Whether you're planning a group retreat or a family escape, our exquisite property is your ideal haven. Located just moments away from major hospitals, universities, and transportation hubs, our villa provides unmatched accessibility to all your needs. Note: lower level unit listing it might be someone staying/living on the lower unit. They will not be able to disturb or enter the listing separately entrance

Villa in Bridgeport

4.5 out of 5 average rating, 14 reviews

Cheerful 3-bedroom vacation home with fire pit

Kick back and relax in this calm, stylish space. freshly renovated where everything from the fixtures to the furnishings are brand new. This home features a large, fully-fenced backyard, 3 bedrooms, 2 bathrooms, fully appliance kitchen, and popcorn machine with Candy dispenser. As you enter this home, you are greeted by an open concept living room with a 75" smart tv

Top guest favourite

Villa in New Haven

4.99 out of 5 average rating, 145 reviews

Cozy Retreat w/ Hot Tub Near Downtown & Cafés

Welcome to Dove Haven—a peaceful and cozy escape just minutes from downtown and Yale. Relax in the private hot tub, enjoy serene indoor spaces, and unwind in a home designed for connection and calm. Ideal for families, groups, or work trips looking for comfort, warmth, and good vibes.