Book Holiday Homes in Derby Line

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Featured Holiday Homes in Derby Line

Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!

Jay VT
The price is AU$780 per night from 13 Jan to 14 Jan
AU$780
13 Jan - 14 Jan 2026
includes taxes & fees
Located in North Troy, this vacation home is in the mountains, a 4-minute drive from Jay State Forest and 8 minutes from Missisquoi Valley Historical ...
Opens in a new windowJourneys End Chalet - Minutes to Jay Peak!
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
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

Newport Center VT
Located in Newport Center, this vacation home is on the waterfront, within a 15-minute drive of Lake Memphremagog and MAC Center for the Arts.
Opens in a new windowAMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
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Cozy Mountain View Retreat

Cozy Mountain View Retreat

Brighton VT
The price is AU$439 per night from 31 Dec to 1 Jan
AU$439
31 Dec - 1 Jan 2026
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Brighton, within a 10-minute drive of Island Pond Public Library and Island Pond Historical ...
Opens in a new windowCozy Mountain View Retreat
Perfect Location. Ski in Ski out on Village Chair

Perfect Location. Ski in Ski out on Village Chair

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 Pump House Indoor Waterpark.
Opens in a new windowPerfect Location. Ski in Ski out on Village Chair
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
A Piece of Paradise in the Northeast Kingdom

A Piece of Paradise in the Northeast Kingdom

Troy 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 windowA Piece of Paradise in the Northeast Kingdom
1 Bedroom Updated camp on Secluded Holland Pond

1 Bedroom Updated camp on Secluded Holland Pond

Holland VT
With a stay at this vacation home in Holland, you'll be on the waterfront, and 10.8 mi (17.3 km) from Seymour Lake and 11.5 mi (18.5 km) from Haskell Free Library ...
Opens in a new window1 Bedroom Updated camp on Secluded Holland Pond
Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA

Brighton VT
When you stay at this vacation home in Island Pond, you'll be in the mountains, within a 10-minute walk of Island Pond Historical Society Museum and Island ...
Opens in a new windowHistoric Island Pond Home on VAST Trail – 3BR, 2BA
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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 Line 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 Line vacation homes are the perfect way for you to wing it.

Holiday houses in Derby Line 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 Line 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 Line adventures, obvs.

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

Accommodation
52 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$780
Popular accommodation
Journeys End Chalet - Minutes to Jay Peak!, Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak, AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7, Cozy Mountain View Retreat, Perfect Location. Ski in Ski out on Village Chair, Chestnut Ridge Cabin: updated retreat 9 min to Jay, A Piece of Paradise in the Northeast Kingdom, 1 Bedroom Updated camp on Secluded Holland Pond, Historic Island Pond Home on VAST Trail – 3BR, 2BA

Top trending hotels in Derby Line

The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242 North Troy VT
The price is AU$206 per night from 20 Jan to 21 Jan
AU$206
20 Jan - 21 Jan 2026
includes taxes & fees
With a stay at The Jay Village Inn in North Troy, you'll be within a 10-minute drive of Jay Peak Ski Resort and Jay State Forest.
Opens in a new windowThe Jay Village Inn
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
Seymour Lake Lodge

Seymour Lake Lodge

2 out of 5
28 Valley Rd. Morgan VT
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 25 Dec to 26 Dec
AU$220
25 Dec - 26 Dec
includes taxes & fees
When you stay at Seymour Lake Lodge in Morgan, you'll be on the beach and steps from Seymour Lake.
Opens in a new windowSeymour Lake Lodge
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Renovated historic cabin with mountain views, lake access, & electric fireplace

Renovated historic cabin with mountain views, lake access, & electric fireplace

Jay VT
With a stay at this cabin in North Troy, you'll be on the waterfront, within a 15-minute drive of Jay Peak Ski Resort and Missisquoi Valley Historical ...
Opens in a new windowRenovated historic cabin with mountain views, lake access, & electric fireplace
Don't see what you're looking for?
See all available properties in Derby Line
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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.