Book Holiday Homes in Gaylordsville

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Featured Holiday Homes in Gaylordsville

Renovated, one level home in an excellent location

Renovated, one level home in an excellent location

New Milford
Located in New Milford, this vacation home is a 4-minute drive from Candlewood Lake and 5 minutes from Elephant's Trunk Flea Market.
Renovated, one level home in an excellent location
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Charming 1870 cape cottage in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield
With a stay at this vacation home in Litchfield, you'll be within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.
Charming 1870 cape cottage in Litchfield
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Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

2 out of 5
Kent
With a stay at this vacation home in Kent, you'll be a 4-minute walk from Eric Sloane Museum and Kent Iron Furnace and 12 minutes by foot from Seven Hearths ...
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
The Candlewood Lake Retreat - Private Dock & Pool

The Candlewood Lake Retreat - Private Dock & Pool

New Milford
With a stay at this vacation home in New Milford, you'll be on the waterfront, just steps from Candlewood Lake and a 4-minute drive from Elephant's Trunk Flea ...
The Candlewood Lake Retreat - Private Dock & Pool
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Goshen
Located in Goshen, this vacation home is within a 5-minute drive of Woodridge Lake and Miranda Vineyard.
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
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
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Carmel Hamlet
The price is AU$1,475 per night from 3 Jan to 4 Jan
AU$1,475
includes taxes & fees
3 Jan - 4 Jan 2025
With a stay at this vacation home in Carmel, you'll be within a 10-minute drive of Wonder Lake State Park and Centennial Golf Club.
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
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
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.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
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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
192 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$1,475
Popular accommodation
Renovated, one level home in an excellent location, Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock, Charming 1870 cape cottage in Litchfield, Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT, The Candlewood Lake Retreat - Private Dock & Pool, Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon., Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Top trending hotels in Gaylordsville

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$302 per night from 1 Jan to 2 Jan
AU$302
includes taxes & fees
1 Jan - 2 Jan 2025
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
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$162 per night from 1 Jan to 2 Jan
AU$162
includes taxes & fees
1 Jan - 2 Jan 2025
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
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 1 Jan to 2 Jan
AU$170
includes taxes & fees
1 Jan - 2 Jan 2025
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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Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 13 Jan to 14 Jan
AU$212
includes taxes & fees
13 Jan - 14 Jan 2025
Located in Southbury, Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection is in the suburbs, a 3-minute drive from Southbury Dog Park and 5 ...
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
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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.