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

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

Hopewell Junction
Stay at this vacation home in Hopewell Junction. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chuang Yen Monastery and Canopus Beach ...
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

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

Danbury
Stay at this vacation home in Danbury. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Bear Mountain Reservation and Candlewood ...
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

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

New Fairfield
Book a stay at this family-friendly vacation home in New Fairfield. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Candlewood Lake ...
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
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Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Lagrangeville
Book a stay at this family-friendly vacation home in Lagrangeville. Enjoy private pools, parking (surcharge), and patios. Popular attractions Beekman Golf Course ...
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Modern, Magical Woodsy Escape 1 Hour From NYC

Modern, Magical Woodsy Escape 1 Hour From NYC

Putnam Valley
Stay at this vacation home in Putnam Valley. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Donald J. Trump State Park and Jefferson Valley ...
Modern, Magical Woodsy Escape 1 Hour From NYC
Over Sized Colonial on Private Road.

Over Sized Colonial on Private Road.

Pound Ridge
Book a stay at this family-friendly vacation home in Pound Ridge. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Pound Ridge Town Park ...
Over Sized Colonial on Private Road.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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

New Fairfield
Stay at this vacation home in New Fairfield. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Squantz Pond State Park and Candlewood ...
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cottage at Sunny Day- Lakeside, views, kayak, dock

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

Newtown
Stay at this vacation home in Newtown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lake Zoar and Blue Jay Orchards are located ...
Cottage at Sunny Day- Lakeside, views, kayak, dock
Waterfront Family Retreat on Candlewood Lake

Waterfront Family Retreat on Candlewood Lake

New Milford
Book a stay at this family-friendly vacation home in New Milford. Enjoy free WiFi, a garden, and a pool table. Popular attractions Valley Golf Center and Elephant's ...
Waterfront Family Retreat on Candlewood Lake
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
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 trending hotels in New Fairfield

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

New Fairfield
Stay at this cottage in New Fairfield. Enjoy free WiFi, a garden, and patios. Popular attractions Squantz Pond State Park and Candlewood Lake are located ...
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

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

New Fairfield
Book a stay at this beach vacation home in New Fairfield. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Squantz Pond State Park and Candlewood ...
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield
Book a stay at this family-friendly vacation home in New Fairfield. Enjoy a garden, a pool table, and patios. Popular attractions Squantz Pond State Park and ...
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Save an average of 15% on thousands of hotels when you're signed in
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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

New Fairfield
Stay at this vacation home in New Fairfield. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Squantz Pond State Park and Candlewood ...
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Don't see what you're looking for?
See all available properties in New Fairfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.