Book Holiday Homes in Derby

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Derby

Lakefront A-Frame Sauna, hot tub

Lakefront A-Frame Sauna, hot tub

Brighton VT
Stay at this holiday home in Brighton. Enjoy air conditioning. Popular attractions Spectacle Pond and Don Eagle Museum are located nearby.
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
Stay at this ski holiday home in North Troy. Enjoy a water park, a fitness centre and a garden. Our guests praise the property condition in their reviews. Popular ...
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
Stay at this holiday home in North Troy. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Jay Peak Ski Resort and Big Falls State Park ...
Opens in a new windowLarge Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak
Save an average of 15% on thousands of hotels when you're signed in
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
Stay at this holiday home in Irasburg. Enjoy a garden, laundry facilities and patios. Popular attractions South Bay State Wildlife Management Area and Willoughby ...
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
Stay at this ski holiday home in North Troy. Enjoy a water park, a sauna and laundry facilities. Popular attractions Jay Peak Ski Resort and Pump House Indoor ...
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
Stay at this holiday home in North Troy. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Jay Peak Ski Resort and Big Falls ...
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
Stay at this ski holiday home in North Troy. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Jay Peak Ski Resort and Pump House ...
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
Stay at this holiday home in Orleans. Enjoy laundry facilities. Popular attractions Lake Willoughby and Old Stone House Museum are located nearby.
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
Stay at this ski holiday home in North Troy. Enjoy free Wi-Fi, laundry facilities and ski-in/ski-out access. Popular attractions Jay Peak Ski Resort and Pump ...
Opens in a new windowJay Peak 4BR/3.5BA Ski-in/out Townhome
Don't see what you're looking for?
See all available properties in Derby
View all properties
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
NZ$186
Highest Price
NZ$429
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
Stay at this family-friendly holiday home in Derby. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Haskell Free Library and Opera ...
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
Stay at this holiday home in Derby. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Lake Salem Beach House and Lake Salem ...
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
The price is NZ$429 per night from 3 Apr to 4 Apr
NZ$429
3 Apr - 4 Apr
includes taxes & fees
Stay at this spa resort in North Troy. Enjoy an outdoor pool, a full-service spa and 4 restaurants. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowJay Peak Resort
Save an average of 15% on thousands of hotels when you're signed in
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
The price is NZ$186 per night from 30 Mar to 31 Mar
NZ$186
30 Mar - 31 Mar
includes taxes & fees
Stay at this motel in Barton. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowPine Crest Motel And Cabins
Don't see what you're looking for?
See all available properties in Derby
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.