Book Holiday Homes in New Fairfield

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Featured Holiday Homes in New Fairfield

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 CT
Located in New Fairfield, this vacation home is within a 5-minute drive of Candlewood Lake and Squantz Pond State Park.
Opens in a new windowLakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Over Sized Colonial on Private Road.

Over Sized Colonial on Private Road.

Pound Ridge NY
Located in Pound Ridge, this vacation home is within a 15-minute drive of Pound Ridge Town Park and Glass House Visitor's Center.
Opens in a new windowOver 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 CT
Located in New Fairfield, this vacation home is in the mountains, within a 5-minute drive of Candlewood Lake and Squantz Pond State Park.
Opens in a new windowLakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
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Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac NY
The price is AU$1,048 per night from 24 Mar to 25 Mar
AU$1,048
24 Mar - 25 Mar
includes taxes & fees
With a stay at this vacation home in Mahopac, you'll be on the waterfront, a 3-minute walk from Lake Mahopac and a 3-minute drive from Putnam County Golf ...
Opens in a new windowFun, Friends, and Family Lakefront Home w/Dock and Beach
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury CT
Located in Danbury, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Hatters Park.
Opens in a new windowCandlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Candlewood Lake Retreat; Dock, Game Room & Firepit

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford CT
With a stay at this vacation home in New Milford, you'll be on the waterfront, just steps from Candlewood Lake and a 3-minute drive from Elephant's Trunk Flea ...
Opens in a new windowCandlewood Lake Retreat; Dock, Game Room & Firepit
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Holmes NY
With a stay at this vacation home in Holmes, you'll be on a lake, just steps from Lake Dutchess and a 5-minute drive from Whaley Lake.
Opens in a new windowPeaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet NY
Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.
Opens in a new windowPrivacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Cozy Candlewood Lake Cabin — Family + Friend Retreat

Cozy Candlewood Lake Cabin — Family + Friend Retreat

Danbury CT
When you stay at this vacation home in Danbury, you'll be on a lake, within a 5-minute drive of Candlewood Lake and Candlewood Plaza Shopping Center.
Opens in a new windowCozy Candlewood Lake Cabin — Family + Friend Retreat
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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
224 Holiday Homes
Lowest Price
AU$1,025
Highest Price
AU$1,048
Popular accommodation
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed, Over Sized Colonial on Private Road. , Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!, Fun, Friends, and Family Lakefront Home w/Dock and Beach, Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home., Candlewood Lake Retreat; Dock, Game Room & Firepit, Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit, Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. , Cozy Candlewood Lake Cabin — Family + Friend Retreat

Top trending hotels in New Fairfield

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 CT
Located in New Fairfield, this vacation home is within a 5-minute drive of Candlewood Lake and Squantz Pond State Park.
Opens in a new windowLakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield CT
Located in New Fairfield, this vacation home is on a lake, a 4-minute drive from Candlewood Lake and 8 minutes from Squantz Pond State Park.
Opens in a new windowEntertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
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 CT
Located in New Fairfield, this vacation home is in the mountains, within a 5-minute drive of Candlewood Lake and Squantz Pond State Park.
Opens in a new windowLakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Save an average of 15% on thousands of hotels when you're signed in
Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!

New Fairfield CT
The price is AU$1,025 per night from 28 Mar to 29 Mar
AU$1,025
28 Mar - 29 Mar
includes taxes & fees
With a stay at this vacation home in New Fairfield, you'll be a 2-minute walk from Candlewood Lake and 12 minutes by foot from Squantz Pond State Park.
Opens in a new windowAwesome Lake Home with tons of fun!
Don't see what you're looking for?
See all available properties in New Fairfield
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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.

Top Picks

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^Subject to availability and chosen travel dates.