Book Holiday Homes in Randolph

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Featured Holiday Homes in Randolph

Spacious country home, beautiful sunsets, 40 acres

Spacious country home, beautiful sunsets, 40 acres

Tunbridge
This vacation home is 11.5 mi (18.6 km) from Gifford Medical Center and 20.9 mi (33.6 km) from Silver Lake State Park.
Spacious country home, beautiful sunsets, 40 acres
Spectacular 4 Bed Killington Home

Spectacular 4 Bed Killington Home

Killington
When you stay at this vacation home in Killington, you'll be in the mountains, a 2-minute drive from Killington Resort and 8 minutes from Pico Mountain at Killington ...
Spectacular 4 Bed Killington Home
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!

Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!

2 out of 5
Quechee
With a stay at this vacation home in Quechee, you'll be a 5-minute walk from Quechee Ski Hill and within a 5-minute drive of The Strong House Spa.
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
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Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Killington
With a stay at this vacation home in Killington (North Sherburne), you'll be within a 15-minute drive of Pico Mountain at Killington Ski Resort and Killington ...
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Large, Comfortable, Retro 1970s Hillside Chalet

Large, Comfortable, Retro 1970s Hillside Chalet

Waterbury
With a stay at this vacation home in Waterbury, you'll be within a 10-minute drive of Ben and Jerry's Factory and The Cabot Annex Store.
Large, Comfortable, Retro 1970s Hillside Chalet
Luxurious guest home with private art gallery in the heart of a historic village

Luxurious guest home with private art gallery in the heart of a historic village

Brandon
With a stay at this vacation home in Brandon, you'll be within a 10-minute walk of Judith Reilly Gallery and Stephen A Douglas Birthplace.
Luxurious guest home with private art gallery in the heart of a historic village
Beautifully renovated with fireplace and coffee bar

Beautifully renovated with fireplace and coffee bar

Hartford
Located in White River Junction, this vacation home is on a river, within a 15-minute walk of The Strong House Spa and Route 4 Glassblowing Studio.
Beautifully renovated with fireplace and coffee bar
Large multi-family ski home located on the slopes of Sugarbush Resort

Large multi-family ski home located on the slopes of Sugarbush Resort

Warren
With a stay at this vacation home in Warren, you'll be in the mountains, within a 5-minute drive of Sugarbush Ski Resort and Green Mountain National Forest.
Large multi-family ski home located on the slopes of Sugarbush Resort
The Brandon Inn - King Room

The Brandon Inn - King Room

Brandon
The price is AU$308 per night from 24 Nov to 25 Nov
AU$308
includes taxes & fees
24 Nov - 25 Nov
A stay at this vacation home places you in the heart of Brandon, within a 10-minute walk of Judith Reilly Gallery and Stephen A Douglas Birthplace.
The Brandon Inn - King Room
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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.

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

Holiday houses in Randolph 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 Randolph 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 Randolph adventures, obvs.

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

Randolph Holiday Homes essential information

Accommodation
485 Holiday Homes
Lowest Price
AU$226
Highest Price
AU$573
Popular accommodation
Spacious country home, beautiful sunsets, 40 acres, Spectacular 4 Bed Killington Home, Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons! , Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail, Large, Comfortable, Retro 1970s Hillside Chalet, Luxurious guest home with private art gallery in the heart of a historic village, Beautifully renovated with fireplace and coffee bar, Large multi-family ski home located on the slopes of Sugarbush Resort, The Brandon Inn - King Room

Top trending hotels in Randolph

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 26 Nov to 27 Nov
AU$262
includes taxes & fees
26 Nov - 27 Nov
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$573 per night from 16 Dec to 17 Dec
AU$573
includes taxes & fees
16 Dec - 17 Dec
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
When you stay at The Mountain Inn at Killington in Killington, you'll be next to a golf course, a 1-minute drive from Killington Resort and 10 minutes from Pico ...
The Mountain Inn at Killington
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Comfort Inn & Suites Montpelier-Berlin

Comfort Inn & Suites Montpelier-Berlin

2.5 out of 5
213 Paine Turnpike N, Berlin, Montpelier, VT
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 8 Dec to 9 Dec
AU$226
includes taxes & fees
8 Dec - 9 Dec
Located in Montpelier, Comfort Inn & Suites Montpelier-Berlin is in a shopping district, a 2-minute drive from Central Vermont Medical Center and 5 minutes from ...
Comfort Inn & Suites Montpelier-Berlin
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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.