Villa vacation 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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Guest favorite
A stone patio surrounds a tranquil pool, where light blue lounge chairs are arranged under a white umbrella. In the background, a separate building is visible, surrounded by lush greenery and trees, creating a serene outdoor setting.
Villa in Morris
4.89 out of 5 average rating, 138 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.

Guest favorite
A spacious living area is highlighted by a classic chandelier above a central table, surrounded by plants and comfortable seating. Large windows allow light to filter in, and decorative curtains frame the space. A warm color palette creates a cozy ambiance.
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.

Guest favorite
The exterior of the house is framed by lush greenery, with a wrap-around deck highlighted by large windows. The warm glow from the interior lights contrasts with the natural surroundings, while the fieldstone chimney adds an element of rustic charm. A pathway leads towards the entrance.
Villa in Guilford
4.89 out of 5 average rating, 37 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

*Please find and book us on the site that begins with a V!* TREETOPS is a 4850 square ft 5 bedroom house perched on an outcropping of granite cliffs, on 2 acres of beautiful forest. *Property not suitable for children under 8 years old* 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".

Superhost
An inviting living area features a stone fireplace accompanied by a large flat-screen TV. Colorful artwork and decorative accents include modern furniture and plush seating. Large windows allow natural light to fill the space, while a dining area is visible in the background.
Villa in Bridgeport
4.81 out of 5 average rating, 16 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

Guest favorite
A charming two-story home exhibits classic Federal architecture, featuring a central front entrance with columns and a balcony. Lush greenery and vibrant flowering shrubs surround the well-maintained lawn, while a paved pathway leads to the door, welcoming guests to an inviting outdoor space.
Villa in Thomaston
5 out of 5 average rating, 14 reviews

Retreat in Style: Luxury for Family & Friends

Stay in our Entertainer's home, blending history and modern luxury. Gather and create unforgettable memories with family and friends in our spacious, open layout. Dine at the large table or relax by the fireplace in the inviting living room. Our five beautiful bedrooms offer privacy, with three featuring attached bathrooms. Enjoy the screened-in porch or explore nearby bars, restaurants, and markets. Experience ultimate comfort and hospitality.

Top guest favorite
The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.
Villa in New Haven
4.99 out of 5 average rating, 156 reviews

Peaceful Garden Retreat w/ big Jacuzzi near Yale

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Just minutes from Yale and downtown, this spacious home offers warmth, comfort, and good vibes — perfect for families, groups, and work trips seeking a relaxing escape.

Superhost
An open concept living area is presented, featuring a large dining table adorned with a floral centerpiece. A modern kitchen is visible in the background, equipped with white cabinetry and stainless-steel appliances. A comfortable seating area is highlighted by a green sofa and a mounted television.
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

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