Book Holiday Homes in Derby

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Featured Holiday Homes in Derby

Lakefront A-Frame Sauna, hot tub

Lakefront A-Frame Sauna, hot tub

Brighton VT
With a stay at this vacation home in Brighton, you'll be within a 5-minute walk of Spectacle Pond and Brighton State Park.
Opens in a new windowLakefront A-Frame Sauna, hot tub
Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking

Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking

Jay VT
When you stay at this vacation home in North Troy, you'll be in the mountains, within a 15-minute walk of Jay Peak Ski Resort and Jay State Forest.
Opens in a new windowSki-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking
Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak

Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak

Jay VT
With a stay at this vacation home in North Troy, you'll be in the mountains, within a 15-minute drive of Jay Peak Ski Resort and Missisquoi Valley Historical ...
Opens in a new windowLarge Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak
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1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Irasburg VT
With a stay at this vacation home in Irasburg, you'll be within a 10-minute drive of Quechee Gorge Mini Golf and MAC Center for the Arts.
Opens in a new window1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
Ski-in/ski-out townhome with great views & deluxe resort amenities

Ski-in/ski-out townhome with great views & deluxe resort amenities

Jay VT
When you stay at this vacation home in North Troy, you'll be in the mountains, within a 15-minute walk of Jay Peak Ski Resort and Jay State Forest.
Opens in a new windowSki-in/ski-out townhome with great views & deluxe resort amenities
Chestnut Ridge Cabin: updated retreat 9 min to Jay

Chestnut Ridge Cabin: updated retreat 9 min to Jay

Jay VT
With a stay at this vacation home in North Troy, you'll be within a 15-minute drive of Jay Peak Ski Resort and Missisquoi Valley Historical Society.
Opens in a new windowChestnut Ridge Cabin: updated retreat 9 min to Jay
Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!

Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!

Jay VT
When you stay at this vacation home in North Troy, you'll be in the mountains, within a 15-minute walk of Jay Peak Ski Resort and Jay State Forest.
Opens in a new windowSki in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!
Cozy 3-bedroom home Brownington, VT-Near Vast Trails - Jay Peak & Burke Mountain

Cozy 3-bedroom home Brownington, VT-Near Vast Trails - Jay Peak & Burke Mountain

Brownington VT
When you stay at this vacation home in Orleans, you'll be within a 10-minute drive of Orleans Country Club and North Beach.
Opens in a new windowCozy 3-bedroom home Brownington, VT-Near Vast Trails - Jay Peak & Burke Mountain
Jay Peak 4BR/3.5BA Ski-in/out Townhome

Jay Peak 4BR/3.5BA Ski-in/out Townhome

Jay VT
With a stay at this vacation home in North Troy, you'll be in the mountains, within a 5-minute drive of Jay Peak Ski Resort and Jay Peak Resort Golf Course.
Opens in a new windowJay Peak 4BR/3.5BA Ski-in/out Townhome
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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.

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

Holiday houses in Derby 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 Derby 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 Derby adventures, obvs.

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

Derby Holiday Homes essential information

Accommodation
68 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Lakefront A-Frame Sauna, hot tub, Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking, Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak, 1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly, Ski-in/ski-out townhome with great views & deluxe resort amenities, Chestnut Ridge Cabin: updated retreat 9 min to Jay, Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!, Cozy 3-bedroom home Brownington, VT-Near Vast Trails - Jay Peak & Burke Mountain, Jay Peak 4BR/3.5BA Ski-in/out Townhome

Top trending hotels in Derby

Hidden Pond on 21 acres off the Hill

Hidden Pond on 21 acres off the Hill

Derby VT
Located in Derby, this vacation home is within a 15-minute drive of Veteran’s Memorial Park and Haskell Free Library and Opera House.
Opens in a new windowHidden Pond on 21 acres off the Hill
Charming 5-bedroom lake house on lake Salem in Derby, Vermont.

Charming 5-bedroom lake house on lake Salem in Derby, Vermont.

Derby VT
With a stay at this vacation home in Derby, you'll be a 1-minute walk from Lake Salem and 5 minutes by foot from Lake Salem Beach House.
Opens in a new windowCharming 5-bedroom lake house on lake Salem in Derby, Vermont.
Jay Peak Resort

Jay Peak Resort

3 out of 5
830 Jay Peak Road North Troy VT
With a stay at Jay Peak Resort in North Troy, you'll be near ski lifts, within a 5-minute drive of Jay Peak Ski Resort and Pump House Indoor Waterpark.
Opens in a new windowJay Peak Resort
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Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd Barton VT
Fully refundableReserve now, pay when you stay
When you stay at Pine Crest Motel And Cabins in Barton, you'll be on a river, within a 5-minute drive of Crystal Lake and Crystal Lake State Park.
Opens in a new windowPine Crest Motel And Cabins
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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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