
Villa holiday rentals in New Haven County
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Top-rated villa rentals in New Haven County
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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".

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.

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

New! Storybook 330 Year Old Enchanting Estate
Storybook 330-Year-Old Estate – European Charm Near NYC Step into a fairytale at this enchanting 5-bedroom, 1-bathroom historic estate, just 1.5 hours from New York City. Built in 1691, this beautifully restored timber-framed home is a rare piece of history — and possibly the oldest home in Connecticut. With its European-style cottage design, lush gardens, seasonal pool, and modern luxury, it offers the perfect setting for a magical and memorable getaway.

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

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.
Popular amenities for villa rentals in New Haven County
Private villa rentals

Cheerful 3-bedroom vacation home with fire pit

Cozy Retreat w/ Hot Tub Near Downtown & Cafés

Indulge in Prime Luxury 3BR 3-7 Guest

New! Storybook 330 Year Old Enchanting Estate

TREETOPS! An upscale, unique 5 bdrm home with POOL
Destinations to explore
- Plainview Holiday rentals
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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Thunder Ridge Ski Area
- Shinnecock Hills Golf Club
- Rowayton Community Beach
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Mystic Seaport Museum
- Outer Beach at Smith Point County Park