Villa holiday rentals in Fairfield County

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.

Ultra Modern Private Oasis with River Views

Step into your brand new, ultra-modern secluded oasis with picturesque views of the Hudson River and Valley. The Balthus Haus was designed and built with sheer comfort, stylish aesthetics, and progressive functionality as the guiding tenets. Nestled high into the hillside the Haus maximizes 360 degrees of privacy and is surrounded by nature. Inviting and pleasant all year round with central AC and radiant heated floors throughout the living areas. Easily get away from NYC only 1.25 hours away!

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".

Bird Haven Farmhouse: Luxury Villa Living w/ Pool.

Escape the city and step into luxury living at Bird Haven Farmhouse, a stylish retreat with all the amenities of a luxury hotel at your fingertips, while in a totally private villa setting. Designer details thru out this 3-Bedroom home: perfect for a summer or winter holiday, while having all the elements needed for a work-from-home set up. The former home of an artist and photographer, Bird Haven's manicured gardens and pool are the perfect setting for your retreat, or as a film location.

Beautiful farmhouse nature escape 90 min from NYC

Relax with the whole family at this peaceful retreat. Feels far more remote than the short drive (or Metro North ride) from the city would suggest! As you make your way down the long tree-lined private driveway and see the classic house and barn, you can feel the atmosphere shift. Come enjoy our spacious farmhouse with antique charm and modern kitchen/amenities. Walk the path around the property, wander the woods, watch the sunrise over the valley, or go apple picking or skiing nearby.

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

Beautiful Modern Villa With POOL SUANA HOT Tub.

SPEND YOUR STAY IN A SPACIOUS AND SUN-FILLED MODERN HOME ACOMMODATING 10 IN COMFORT AND STYLE. Located on a friendly residential road where suburban life fuses with its rural surroundings, this inviting and airy home with its surrounding property offer an experience that will make you wish you lived here full-time. The space SPEND YOUR STAY IN A SPACIOUS AND SUN-FILLED MODERN HOME ACOMMODATING 10 IN COMFORT AND STYLE.

Serene and Peaceful - Surrounded by Nature

Tastefully decorated,spacious,open concept,stylish,fine art,luxurious furnishings,4 bedroom,2.5 baths,in Garrison. Stunning views of Hudson Valley. Blue stone patios, in-ground salt water pool, teak furniture. Private,quiet,acreage,verdant landscaping. *Discounts available for extended stays. *Summer/holiday weekend bookings are a minimum of 3 nights.

Charming Country House with Pool, HotTub & Gardens

A beautiful respite in the hills of Connecticut. 2.5 acres of quiet space in the country. The pool, hot-tub, fenced-in yard, patio, wisteria-covered pergola, and charming barn make this the perfect get-away from the city! Hot Tub is open April-December (Heated) Pool is open May-October (Not Heated) Pets allowed on a case-by-case basis