
Vacation home rentals in Fairfield County
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Top-rated vacation home rentals in Fairfield County
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The Hideout, Westhampton Beach Coastal Getaway
Welcome to the Hideout! This beautiful Hamptons getaway is the perfect escape for a staycation or vacation. The Hideout is a calm coastal design that will bring peace and serenity to anyone. This property features a gym, pool, hot tub, laundry room, and tennis court. There is also a desk with a printer, in case you have some work to do. It is about a 10 minute drive to Westhampton Main St. with food and shopping spots. It is about 8 min driving to Quogue Village beach (2.6 miles from the house)

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

Weeping Willow Hideaway on the Lake Studio Suite
Private Studio Suite on Mirror Lake. Our NO PET policy is firm due to allergies If you’re bringing a Service dog please let me know Take it easy at this unique and tranquil getaway for relaxing Entire suite with lake access Yard is shared with your hosts Large windows for view of beautiful lake or sit on patio or lakeside for morning coffee Covered picnic area to have a lakeside picnic Hosts live on premises Well water has filtration & water softener Reiki Master Garage parking in winter

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!

Serene 4-bdrm lake house-lake access NOT included
Relax and unwind at this beautiful lake-view house 1 hr from NYC (no lake access) 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!

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.

Hamptons house -ultra-private backyard, near beach
Welcome to Kalm House! Where you will find beach house vibes, a gorgeous saltwater pool, a large private backyard with multiple sitting areas, and huge outdoor shower, and a perfect oasis to spend time in the Hamptons. 10-minute drive to the ocean, but a short walk to the bay. An easy 12-minute drive to Shinnecock Country Club for the US Open in June of 2026. Close to all restaurants and attractions. Bring the family or friends and enjoy Hamptons life.
Popular amenities for Fairfield County vacation home rentals
Family-friendly vacation home rentals

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Bay Breeze-Mins from Beach, Towns and Activities

one bedroom living rom share bat

45-Seconds to Beach & Only 5 Minutes from Harbor-4

45-Seconds to Beach & Only 5 Minutes from Harbor-2

Renovated North Fork Retreat-Rental Permit #0781

45-Seconds to Beach & Only 5 Minutes from Harbor-5

1 bedroom @furnished living room with shared toile
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

The Hideout, Westhampton Beach Coastal Getaway

Riverfront rustic farmhouse near Rhinebeck

Luxury Designer 3 bedroom ( office) vacation home.

UNIQUE and GORGEOUS historic loft style rental

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

Lux Boutique Large Private LOFT Pratt St Hartford

High-end 3 bed vacation house across from beach

Trumbull Fully Furnished Studio Central Location

Master Bedroom with balcony | 35 Min to Manhattan
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- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- New York University
- The Metropolitan Museum of Art
- USTA Billie Jean King National Tennis Center





