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Featured Holiday Homes in Orleans

Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Lyndon
Located in East Burke, this vacation home is in the mountains, a 5-minute drive from Kingdom Trails and 6 minutes from Darling Memorial Park.
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn
Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly

Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly

Jay
With a stay at this vacation home in North Troy, you'll be within a 15-minute walk of Jay Peak Ski Resort and Jay State Forest.
Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly
Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak

Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak

Eden
Located in Eden, this vacation home is in the mountains, within a 15-minute drive of Lake Eden and Beard Park.
Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak
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Fish, Hike & Ski: Spacious Family Escape in Eden

Fish, Hike & Ski: Spacious Family Escape in Eden

Eden
Located in Eden, this vacation home is within a 15-minute drive of Lake Eden and Belvidere Pond.
Fish, Hike & Ski: Spacious Family Escape in Eden
Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d

Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d

2 out of 5
Eden
This family-friendly vacation home is 0.1 mi (0.1 km) from Lake Eden and 2.6 mi (4.2 km) from Green River Reservoir State Park.
Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d
Wonderful VT Get Away, Great Family Fun, with WiFi.

Wonderful VT Get Away, Great Family Fun, with WiFi.

Hardwick
When you stay at this vacation home in Hardwick, you'll be within a 10-minute drive of Hardwick Lake and Lake Elligo.
Wonderful VT Get Away, Great Family Fun, with WiFi.
Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

Eden
This vacation home is 0.1 mi (0.1 km) from Lake Eden and 3.3 mi (5.4 km) from Green River Reservoir State Park.
Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

Jay
With a stay at this vacation home in North Troy, you'll be within a 5-minute drive of Jay Peak Ski Resort and Jay State Forest.
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
Perfect Location. Ski in Ski out on Village Chair

Perfect Location. Ski in Ski out on Village Chair

Jay
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.
Perfect Location. Ski in Ski out on Village Chair
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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
153 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn, Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly , Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak, Fish, Hike & Ski: Spacious Family Escape in Eden, Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d, Wonderful VT Get Away, Great Family Fun, with WiFi., Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi, Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort, Perfect Location. Ski in Ski out on Village Chair

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
When you 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.
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Beautifully Renovated Classic Vermont Lake View Cottage

Beautifully Renovated Classic 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.
Beautifully Renovated Classic Vermont Lake View Cottage
Lakeside Isbell Cottage and Isbellita Guest Cottage

Lakeside Isbell Cottage and Isbellita Guest Cottage

Westmore
When you stay at this cottage in Orleans, you'll be on a lake, just steps from Lake Willoughby and a 2-minute drive from North Beach.
Lakeside Isbell Cottage and Isbellita Guest Cottage
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Lake Willoughby Direct Waterfront

Lake Willoughby Direct Waterfront

2 out of 5
Westmore
With a stay at this cottage in Orleans, you'll be steps from Lake Willoughby and a 2-minute drive from North Beach.
Lake Willoughby Direct Waterfront
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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.