Book Holiday Homes in Randolph

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 Randolph

Killington, Vermont Ski House w/ Hot Tub and Sauna

Killington, Vermont Ski House w/ Hot Tub and Sauna

Killington
When you stay at this vacation home in Killington, you'll be in the mountains, within a 10-minute drive of Pico Mountain at Killington Ski Resort and Killington ...
Killington, Vermont Ski House w/ Hot Tub and Sauna
Large, Comfortable, Retro 1970s Hillside Chalet

Large, Comfortable, Retro 1970s Hillside Chalet

Waterbury
Located in Waterbury, this vacation home is a 1-minute drive from Mad River Valley and 6 minutes from Ben and Jerry's Factory.
Large, Comfortable, Retro 1970s Hillside Chalet
Walk to Pickle Barrel & Jax. Hot tub & Views

Walk to Pickle Barrel & Jax. Hot tub & Views

2 out of 5
Killington
The price is AU$1,180 per night from 14 Jan to 15 Jan
AU$1,180
includes taxes & fees
14 Jan - 15 Jan 2025
With a stay at this vacation home in Killington, you'll be a 1-minute drive from Killington Resort and 6 minutes from Pico Mountain at Killington Ski ...
Walk to Pickle Barrel & Jax. Hot tub & Views
Save an average of 15% on thousands of hotels when you're signed in
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
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

Killington
When you stay at this vacation home in Killington, you'll be in the mountains, within a 10-minute drive of Killington Resort and Pico Mountain at Killington ...
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
BruinsDen - Ski On Ski Off (Home Stretch Trail)

BruinsDen - Ski On Ski Off (Home Stretch Trail)

Killington
The price is AU$1,941 per night from 25 Dec to 26 Dec
AU$1,941
includes taxes & fees
25 Dec - 26 Dec
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and a 4-minute drive from Skye Peak Express ...
BruinsDen - Ski On Ski Off (Home Stretch Trail)
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 8 minutes by foot from Maples.
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests

Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests

Killington
With a stay at this vacation home in Killington, you'll be a 1-minute drive from Killington Resort and 6 minutes from Skyeship Express Gondola Stage II.
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
Killington Getaway In Private Community

Killington Getaway In Private Community

Killington
A stay at this vacation home places you in the heart of Killington, within a 15-minute walk of Pico Mountain at Killington Ski Resort and Green Mountain National ...
Killington Getaway In Private Community
Don't see what you're looking for?
See all available properties in Randolph
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.

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$227
Highest Price
AU$1,941
Popular accommodation
Killington, Vermont Ski House w/ Hot Tub and Sauna, Large, Comfortable, Retro 1970s Hillside Chalet, Walk to Pickle Barrel & Jax. Hot tub & Views, Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail, Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!, BruinsDen - Ski On Ski Off (Home Stretch Trail), Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons! , Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests, Killington Getaway In Private Community

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$346 per night from 14 Jan to 15 Jan
AU$346
includes taxes & fees
14 Jan - 15 Jan 2025
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
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
The price is AU$282 per night from 8 Jan to 9 Jan
AU$282
includes taxes & fees
8 Jan - 9 Jan 2025
Located in Killington, North Star Lodge and Resort is in the mountains, a 3-minute drive from Killington Resort and 5 minutes from Killington Golf Course.
North Star Lodge and Resort
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$597 per night from 20 Jan to 21 Jan
AU$597
includes taxes & fees
20 Jan - 21 Jan 2025
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
Save an average of 15% on thousands of hotels when you're signed in
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 1 Jan to 2 Jan
AU$227
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at Mountain Sports Inn in Killington, you'll be on the Strip, within a 5-minute drive of Killington Resort and Pico Mountain at Killington Ski ...
Mountain Sports Inn
Don't see what you're looking for?
See all available properties in Randolph
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.