Book Holiday Homes in Orleans

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Featured Holiday Homes in Orleans

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Eden
This vacation home is 0.1 mi (0.1 km) from Lake Eden and 2.7 mi (4.3 km) from Green River Reservoir State Park.
Opens in a new windowFabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont
Spacious Northeast Kingdom Retreat on Beautiful Shadow Lake!

Spacious Northeast Kingdom Retreat on Beautiful Shadow Lake!

Glover
Located in Glover, this vacation home is a 1-minute drive from Shadow Lake and 7 minutes from Bread and Puppet Theater.
Opens in a new windowSpacious Northeast Kingdom Retreat on Beautiful Shadow Lake!
Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!

Jay
The price is AU$537 per night from 18 Nov to 19 Nov
AU$537
18 Nov - 19 Nov
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!
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Vermont Scandinavian Chalet (B)

Vermont Scandinavian Chalet (B)

Wolcott
The price is AU$645 per night from 14 Nov to 15 Nov
AU$645
14 Nov - 15 Nov
includes taxes & fees
Located in Wolcott, this vacation home is within a 15-minute drive of Lamoille Valley Rail Trail and Green River Reservoir State Park.
Opens in a new windowVermont Scandinavian Chalet (B)
Inviting riverfront home with hot tub on deck & fireplace, near skiing & golf

Inviting riverfront home with hot tub on deck & fireplace, near skiing & golf

Montgomery
With a stay at this vacation home in Montgomery Center, you'll be on the waterfront, within a 15-minute drive of Jay Peak Ski Resort and Jay Peak.
Opens in a new windowInviting riverfront home with hot tub on deck & fireplace, near skiing & golf
Come stay at the Kirby Hideaway!

Come stay at the Kirby Hideaway!

Kirby
Located in East Burke, this vacation home is in the mountains, within a 10-minute drive of Darling Memorial Park and Kingdom Trails.
Opens in a new windowCome stay at the Kirby Hideaway!
Historic Island Pond Home on VAST Trail – 3BR, 2BA

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

Brighton
The price is AU$742 per night from 14 Nov to 15 Nov
AU$742
14 Nov - 15 Nov
includes taxes & fees
When you stay at this vacation home in Brighton, 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
Vermont Scandinavian Chalet (A)

Vermont Scandinavian Chalet (A)

Wolcott
The price is AU$645 per night from 16 Nov to 17 Nov
AU$645
16 Nov - 17 Nov
includes taxes & fees
With a stay at this vacation home in Wolcott, you'll be within a 15-minute drive of Lamoille Valley Rail Trail and Green River Reservoir State Park.
Opens in a new windowVermont Scandinavian Chalet (A)
Waterfront Home At The End Of An Out Of The Way Dead End Street

Waterfront Home At The End Of An Out Of The Way Dead End Street

Newport
When you stay at this vacation home in Newport, you'll be on the waterfront, within a 5-minute drive of Lake Memphremagog and North Country Hospital.
Opens in a new windowWaterfront Home At The End Of An Out Of The Way Dead End Street
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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.

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

Holiday houses in Orleans 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 Orleans 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 Orleans adventures, obvs.

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

Orleans Holiday Homes essential information

Accommodation
134 Holiday Homes
Lowest Price
AU$108
Highest Price
AU$742
Popular accommodation
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont, Spacious Northeast Kingdom Retreat on Beautiful Shadow Lake!, Journeys End Chalet - Minutes to Jay Peak!, Vermont Scandinavian Chalet (B), Inviting riverfront home with hot tub on deck & fireplace, near skiing & golf, Come stay at the Kirby Hideaway!, Historic Island Pond Home on VAST Trail – 3BR, 2BA, Vermont Scandinavian Chalet (A), Waterfront Home At The End Of An Out Of The Way Dead End Street

Top trending hotels in Orleans

Lake Willoughby Views and access.  Boat Dock and Beach  Wood fired hot tub

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Westmore
With a stay at this cabin in Orleans, you'll be on the waterfront, just steps from Lake Willoughby and a 2-minute drive from North Beach.
Opens in a new windowLake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Throw your tent anywhere on property

Throw your tent anywhere on property

1 out of 5
Westmore
The price is AU$108 per night from 15 Nov to 16 Nov
AU$108
15 Nov - 16 Nov
includes taxes & fees
With a stay at this campground in Orleans, you'll be within a 15-minute drive of Sentinel Rock State Park and Lake Willoughby.
Opens in a new windowThrow your tent anywhere on property
Peaceful camp with breathtaking views

Peaceful camp with breathtaking views

1 out of 5
Westmore
The price is AU$154 per night from 14 Nov to 15 Nov
AU$154
14 Nov - 15 Nov
includes taxes & fees
Located in Orleans, this campground is within a 15-minute drive of Sentinel Rock State Park and Lake Willoughby.
Opens in a new windowPeaceful camp with breathtaking views
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Beautifully Renovated Willoughby Vermont Lake View Cottage

Beautifully Renovated Willoughby Vermont Lake View Cottage

Westmore
With a stay at this cottage in Orleans, you'll be on the beach, within a 5-minute drive of Lake Willoughby and North Beach.
Opens in a new windowBeautifully Renovated Willoughby Vermont Lake View Cottage
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See all available properties in Orleans
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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.