Photo by Killington Resort

Private Holiday Homes in Vermont

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured Private Holiday Homes in Vermont

Desk, soundproofing, iron/ironing board, free WiFi
The Inn at Kampfires

Holiday Home in Brattleboro

3.5 star property
9.4 out of 10, Exceptional, (43)
"The guest house and as new. It was very comfortable for the entire family and we would go back again."
United States
Nancy E
The Inn at Kampfires
Exterior
Okemo Mountain Lodging

Holiday Home in Clock Tower Base Area

3.5 star property
7.8 out of 10, Good, (28)
"I had an amazing time with my family, I will definitely be coming back "
United States
Yenifer
Okemo Mountain Lodging
Private kitchen
Stowe Retreat Mountain Views & Fenced Backyard by RedAwning

Holiday Home in Stowe

3.0 star property
10.0 out of 10, Exceptional, (1)
"Overall Great place to stay. Beautiful view and great outdoor space. Also great communication with the owner responds quick."
United States
Nelson
Stowe Retreat Mountain Views & Fenced Backyard by RedAwning
In-room dining
Sunrise Mountain Village by RedAwning

Holiday Home in Killington

2.0 star property
Sunrise Mountain Village by RedAwning
Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Holiday Home in Arlington

3.0 star property
8.0 out of 10, Very good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is RM1,082
RM2,727 total
includes taxes & fees
1 Dec - 2 Dec
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Living area
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

Holiday Home in Killington

3.0 star property
The price is RM1,223
RM3,694 total
includes taxes & fees
1 Dec - 2 Dec
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
Balcony
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning

Holiday Home in Clock Tower Base Area

3.5 star property
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
Exterior
Clyde's Cabin 4 Bedroom Home

Holiday Home in Warren

3.0 star property
The price is RM1,704
RM5,426 total
includes taxes & fees
1 Dec - 2 Dec
Clyde's Cabin 4 Bedroom Home
Living area
Viewmont Chalet

Holiday Home in Killington

3.5 star property
Viewmont Chalet
Property grounds
The Green House: Killington's Most Unique Ski Home 4 Bedroom Home

Holiday Home in Killington

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great experience! Loved the unique decoration. Super close to the mountain for skiing and easy to walk to a restaurant down the road for dinner. "
United States
Katherine
The Green House: Killington's Most Unique Ski Home 4 Bedroom Home
Private kitchen
Two Brooks Lodge

Holiday Home in Bennington

3.0 star property
4.8 out of 10, (3)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge
Interior
Colony Club C12

Holiday Home in Killington

3.5 star property
Colony Club C12
Private kitchen
Hemlock Ridge 1D

Holiday Home in Killington

3.5 star property
Hemlock Ridge 1D
Private kitchen
Breakaway House by Killington Vacation Rentals

Holiday Home in Killington

2.0 star property
The price is RM843
RM3,022 total
includes taxes & fees
1 Dec - 2 Dec
Breakaway House by Killington Vacation Rentals
Exterior
Strong House 3 Bedroom Home

Holiday Home in Waitsfield

3.0 star property
Strong House 3 Bedroom Home
Exterior
Bob's Sled Lodge 2 Bedroom Home

Holiday Home in North Sherburne

3.0 star property
The price is RM639
RM2,297 total
includes taxes & fees
4 Dec - 5 Dec
Bob's Sled Lodge 2 Bedroom Home
Exterior
Tanglewood Chalet: 4 Br/4 Ba Family Home In Killington, Perfect For Groups 4 Bedroom Home

Holiday Home in Killington

2.0 star property
Tanglewood Chalet: 4 Br/4 Ba Family Home In Killington, Perfect For Groups 4 Bedroom Home
2 bedrooms
Pond View Cabin in Chittenden

Holiday Home in Rutland

2.0 star property
Pond View Cabin in Chittenden
Private kitchen
Great Escape Ski Lodge

Holiday Home in Killington

3.0 star property
Great Escape Ski Lodge
Exterior
Village House 3 Bedroom Home

Holiday Home in Waitsfield Village Historic District

3.0 star property
Village House 3 Bedroom Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Vermont Hotel Reviews

Hotel Champlain Burlington, Curio Collection by Hilton

Hotel Champlain Burlington, Curio Collection by Hilton

10/10 Excellent
"Very friendly staff-from front desk to Jane at Lilly May’s to the cleaning staff "
Cynthia 1-night trip
Posted 23 hours ago
Hotel Champlain Burlington, Curio Collection by Hilton

Find out more about Vermont

Vermont Private Holiday Homes information

Number of reviews
32
Accommodation
147 Private Holiday Homes
Lowest Price
RM2,297
Highest Price
RM5,426

Explore a world of travel with Expedia