
Vacation home rentals in Fairfield County
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Top-rated vacation home rentals in Fairfield County
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

Spacious Oceanfront Getaway with Spectacular Views
Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

LOVELY THIRD FLOOR 2 BEDROOM APT
Forget your worries in this spacious and serene space. Private 2BR apartment 3rd floor walk-up building. Features five foot windows with lots of natural sunlight. Located on a quiet/safe tree lined street in historical Harlem. Easy commute to anywhere in New York city. around the corner from the 2 & 3 subway. Private apartment with own bathroom & kitchen. Accommodates 5 adults and a small child /teenager comfortably. Outfitted with 2 beds as well as an IKEA sofa bed. Very clean and safe place.

Once in a Lifetime Hudson River Views
Perfect for reunions, retreats, celebrations. Take a deep breath - Riverhouse has space to expand and recharge Watch birds fly, fish jump and trains and ships go by. Hot tub, build a fire (finally hang with your teenager), fly a kite , fish off a private dock. Morning coffee or sunset cocktails on the deck. Play pool, pingpong, or piano into the night. Do a drum circle and dance? YES! No car? No problem. Take direct train (gorgeous ride!) from Grand Central Station, then walk to the house.

Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Serene 4-bdrm lake house
Relax and unwind at this beautiful lake house 1 hr from NYC! 4-season delight: hiking, biking, antiquing, skiing, leaf peeping on the lake-facing deck, snuggling near a toasty fire while looking out a wall of windows, or watching the flowers spring to life. Explore the rugged, hilly town of Kent, sitting atop the interior ridges of the Hudson Highlands, NYC vacation spot since 1920s. A special home, there's so much to do nearby or relax and do nothing at all! (Does not include lake access)

THE MULBERRY OASIS
Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Vacation home with pool by the North Fork
Beautiful ranch-style house with modern comforts is waiting for you. Our vacation home (built in 2017) with very high ceilings includes new appliances and luxury furnishings. This home offers 2,300 square feet of space with an open living room, 3 bedrooms and 2.5 bathrooms. The backyard has a swimming pool during the summers and a BBQ grill. (Pool is closed during the winters.) We have a ping pong table and EV charger in the garage. Our home is only 20 minutes away from the North Fork.

Beautiful new private beach house paradise
Experience a private beach in Milford and enjoy a beautiful and spacious new construction fully furnished luxury home! Scandinavian design. Only 4 houses from the best beach in Connecticut. Large outdoor deck with barbecue and tables and chairs for meals and cocktails. Color changing electric fireplace. 4 car automatic garage. Walking distance to ice cream parlors and nature preserve. Rent kayaks and paddle boards down the road. Enjoy your private beach with tide pools at low tide!

The Dahlia Villa within Westerhall Gardens
Reconnect with nature at this unforgettable escape. A gorgeous mature garden in a park like setting. Two queen bedrooms, great room, 75 inch TV. Radiant bathroom floor. Outdoor 45,000 gallon salt pool…that’s shared with other property (summer months - POOL IS FOR REGISTERED GUESTS ONLY - NO EXCEPTIONS) Decompress in our sauna. This a no smoking/vaping property. A sprawling 17plus acre estate. Dahlia Villa is a beautiful two bedroom completely independent unit on the estate.

Master Bedroom with balcony | 35 Min to Manhattan
New remodeled house, kitchen, Basement GYM, Dinning Space are available to guests. the best location of Queens, it will satisfy all your needs for short or long time stay . Transportation is more convenient for Bus and LIRR train to Manhattan in 35 mins, quiet neighbor. I will be present in the house during your stay, and give your 24 hours satisfied support and answer your all question promptly. living room and kitchen are all equipped and ready for your sharing.

UNIQUE and GORGEOUS historic loft style rental
Beautifully bright third floor loft style space with private entry available for your enjoyment. Basic kitchen, laundry, and bath are located on the second floor. Due to the stairs in this unique space, it would be ideal for a single traveler or couple looking for a getaway. Walkable to historic Woodbury, minutes to amazing land trust hiking trails in Roxbury, and only 1.5 hours from NY City.

Modern 2BHK - 15 mins bus ride to Time Square, NYC
Escape to our contemporary West New York apartment, a perfect retreat for families & couples. Just a 15-min bus ride to Midtown NYC! This clean, modern home features 2 bedrooms, 2 baths, and a fully equipped kitchen. Enjoy spectacular NYC skyline views from a nearby park. A warm, welcoming space designed for comfort and convenience, comfortably fitting your group.
Popular amenities for Fairfield County vacation home rentals
Family-friendly vacation home rentals

Lovely Apartment~ Fully Furnished, Private Yard

Once in a Lifetime Hudson River Views

The Dahlia Villa within Westerhall Gardens

Private new house on 10 acres of pristine nature

Riverfront rustic farmhouse near Rhinebeck

Vacation home with pool by the North Fork

UNIQUE and GORGEOUS historic loft style rental

Spacious Oceanfront Getaway with Spectacular Views
Vacation home rentals with a patio

Lovely Apartment~ Fully Furnished, Private Yard

Once in a Lifetime Hudson River Views

The Dahlia Villa within Westerhall Gardens

Luxury Designer 3 bedroom ( office) vacation home.

Vacation home with pool by the North Fork

Beautiful new private beach house paradise

UNIQUE and GORGEOUS historic loft style rental

Spacious Oceanfront Getaway with Spectacular Views
Vacation home rentals with a washer and dryer

Lovely Apartment~ Fully Furnished, Private Yard

Master Bedroom with balcony | 35 Min to Manhattan

Once in a Lifetime Hudson River Views

Private new house on 10 acres of pristine nature

Vacation home with pool by the North Fork

Lux Boutique Large Private LOFT Pratt St Hartford

Beautiful new private beach house paradise

UNIQUE and GORGEOUS historic loft style rental
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- Vacation home rentals Connecticut
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- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Yale University
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- Astoria Park
- The Metropolitan Museum of Art
- Fairfield Beach
- Bronx Zoo
- American Dream





