Book Holiday Homes in Woodbury

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Featured Holiday Homes in Woodbury

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
Stay at this holiday home in New Fairfield. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
Opens in a new windowLakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
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
Stay at this holiday home in New Fairfield. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Squantz Pond State Park and Candlewood Lake ...
Opens in a new windowLakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
The Art House: 5-Acre Private Getaway w/ Firepit & AC

The Art House: 5-Acre Private Getaway w/ Firepit & AC

Bridgewater CT
Stay at this family-friendly holiday home in Bridgewater. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lovers Leap State Park and Elephant's ...
Opens in a new windowThe Art House: 5-Acre Private Getaway w/ Firepit & AC
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Stylish & Luxurious 3 BDR Home with Play Station

Stylish & Luxurious 3 BDR Home with Play Station

Bristol CT
Stay at this holiday home in Bristol. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Leon J. Breen Memorial Field and ...
Opens in a new windowStylish & Luxurious 3 BDR Home with Play Station
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

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

Danbury CT
Stay at this family-friendly holiday home in Danbury. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Danbury Duckpin Lanes and Hatters ...
Opens in a new windowCandlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Lakefront Cottage in CT with Hot Tub Pet Friendly

Lakefront Cottage in CT with Hot Tub Pet Friendly

Plymouth CT
Stay at this family-friendly holiday home in Terryville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cedar Lake and Muzzy Field are ...
Opens in a new windowLakefront Cottage in CT with Hot Tub Pet Friendly
Candlewood Lake Retreat; Dock, Game Room & Firepit

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford CT
Stay at this family-friendly holiday home in New Milford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Valley Golf Center and Elephant's ...
Opens in a new windowCandlewood Lake Retreat; Dock, Game Room & Firepit
Lake house cozy to relax with a family. 6 bedroom very spacious house.

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull CT
Stay at this holiday home in Trumbull. Enjoy a garden, laundry facilities and padel court. Popular attractions Roosevelt Forest and Beardsley Zoo are located ...
Opens in a new windowLake house cozy to relax with a family. 6 bedroom very spacious house.
Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth CT
Stay at this holiday home in Plymouth. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Black Rock State Park and New Life Christian church ...
Opens in a new windowCozy Lakefront Bungalow w firepit/dock/kayaks
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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.

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

Holiday houses in Woodbury 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 Woodbury 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 Woodbury adventures, obvs.

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

Woodbury Holiday Homes essential information

Accommodation
266 Holiday Homes
Lowest Price
NZ$149
Highest Price
NZ$216
Popular accommodation
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed, Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!, The Art House: 5-Acre Private Getaway w/ Firepit & AC, Stylish & Luxurious 3 BDR Home with Play Station, Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home., Lakefront Cottage in CT with Hot Tub Pet Friendly, Candlewood Lake Retreat; Dock, Game Room & Firepit, Lake house cozy to relax with a family. 6 bedroom very spacious house., Cozy Lakefront Bungalow w firepit/dock/kayaks

Top trending hotels in Woodbury

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
The price is NZ$216 per night from 12 Apr to 13 Apr
NZ$216
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Southington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowHoliday Inn Express Southington by IHG
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 26 Apr to 27 Apr
NZ$211
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Shelton. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHilton Garden Inn Shelton
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 NZ$149 per night from 26 Apr to 27 Apr
NZ$149
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowBest Western Danbury/Bethel
Save an average of 15% on thousands of hotels when you're signed in
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 5 Apr to 6 Apr
NZ$178
5 Apr - 6 Apr
includes taxes & fees
Stay at this hotel in Waterbury. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowCourtyard by Marriott Waterbury Downtown
Don't see what you're looking for?
See all available properties in Woodbury
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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.