Book Holiday Homes in Gaylordsville

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Featured Holiday Homes in Gaylordsville

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
Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research ...
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
Located in Danbury, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Candlewood Plaza Shopping Center.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Hidden Charm in Hudson Valley In Dutchess County

Hidden Charm in Hudson Valley In Dutchess County

2 out of 5
Salt Point
Located in Salt Point, this vacation home is in the mountains, within a 15-minute drive of Clinton Vineyards and Institute of Ecosystem Studies.
Hidden Charm in Hudson Valley In Dutchess County
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Mountain View Getaway

Mountain View Getaway

West Cornwall
Located in Cornwall, this vacation home is on a lake, within a 15-minute drive of Music Mountain and West Cornwall Covered Bridge.
Mountain View Getaway
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

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

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Squantz Pond State Park.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Lagrangeville
With a stay at this vacation home in Lagrangeville, you'll be within a 10-minute drive of Beekman Golf Course and East Fishkill Community Library.
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
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
Located in New Fairfield, this vacation home is in the mountains, within a 5-minute drive of Candlewood Lake and Squantz Pond State Park.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
The Goshen Glass Chalet

The Goshen Glass Chalet

Goshen
Located in Goshen, this vacation home is a 2-minute drive from Woodridge Lake and 6 minutes from Goshen Historic District.
The Goshen Glass Chalet
Cottage at Sunny Day- Lakeside, views, kayak, dock

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

Newtown
Located in Newtown, this vacation home is on a lake, within a 5-minute drive of Lake Zoar and Family Health Care Center.
Cottage at Sunny Day- Lakeside, views, kayak, dock
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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.

Gaylordsville 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 Gaylordsville vacation homes are the perfect way for you to wing it.

Holiday houses in Gaylordsville 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 Gaylordsville 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 Gaylordsville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gaylordsville 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 Gaylordsville 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.

Gaylordsville Holiday Homes essential information

Accommodation
243 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$300
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, Hidden Charm in Hudson Valley In Dutchess County, Mountain View Getaway, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Pet-Friendly Beacon Area Vacation Rental: 6 Acres, Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!, The Goshen Glass Chalet, Cottage at Sunny Day- Lakeside, views, kayak, dock

Top trending hotels in Gaylordsville

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 28 Apr to 29 Apr
AU$164
includes taxes & fees
28 Apr - 29 Apr
Located in Danbury, Ethan Allen Hotel is in the business district, within a 5-minute drive of Xtreme Play Adventure Park and Danbury Music Centre.
Ethan Allen Hotel
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 27 Apr to 28 Apr
AU$300
includes taxes & fees
27 Apr - 28 Apr
Located in Danbury, Hotel Zero Degrees Danbury is within a 5-minute drive of Matrix Conference and Banquet Center and Thrillz High Flying Adventure Park.
Hotel Zero Degrees Danbury
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 1 May to 2 May
AU$167
includes taxes & fees
1 May - 2 May
Located in Southbury, Wyndham Southbury is a 4-minute drive from Lake Quassapaug and 5 minutes from Southford Falls State Park.
Wyndham Southbury
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Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 30 Apr to 1 May
AU$180
includes taxes & fees
30 Apr - 1 May
With a stay at Best Western Danbury/Bethel in Bethel, you'll be near the airport, just steps from The Cave and a 2-minute drive from Still River Greenway.
Best Western Danbury/Bethel
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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.

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^Subject to availability and chosen travel dates.