Book Holiday Homes in New Fairfield
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Featured Holiday Homes in New Fairfield

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Modern, Magical Woodsy Escape 1 Hour From NYC

Over Sized Colonial on Private Road.

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Cottage at Sunny Day- Lakeside, views, kayak, dock

Waterfront Family Retreat on Candlewood Lake
New Fairfield Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our New Fairfield vacation homes are the perfect way for you to wing it.
Holiday houses in New Fairfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of New Fairfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local New Fairfield adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in New Fairfield with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of New Fairfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
New Fairfield Holiday Homes essential information
Accommodation | 259 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Pet-Friendly Beacon Area Vacation Rental: 6 Acres, Modern, Magical Woodsy Escape 1 Hour From NYC, Over Sized Colonial on Private Road. , Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!, Cottage at Sunny Day- Lakeside, views, kayak, dock, Waterfront Family Retreat on Candlewood Lake |
Top Locations for Holiday Homes in New Fairfield
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Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
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^Subject to availability and chosen travel dates.