A porch with white railings and hanging flower baskets filled with pink flowers.

Holiday Homes in Randolph

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Randolph holiday homes

Living area

1. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
The price is AU$799
includes taxes & fees
22 Sept - 23 Sept
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Interior

2. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AU$840
includes taxes & fees
21 Sept - 22 Sept
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

3. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AU$848
includes taxes & fees
20 Sept - 21 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Interior

4. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (49 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
Exterior

5. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
Exterior

6. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
Interior

7. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (43 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
Private kitchen

8. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is AU$399
includes taxes & fees
23 Sept - 24 Sept
Luxury Condo Tucked in the Heart of Killington
Terrace/patio

9. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (56 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
Classic Vermont Farmhouse near Sugarbush Resort
Living area

10. The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (7 reviews)
"Gorgeous house in amazing location!"
United States
Brian S.
The price is AU$2,220
includes taxes & fees
12 Oct - 13 Oct
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
Interior

11. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$384
includes taxes & fees
24 Sept - 25 Sept
CozyDen - AC, Bike to Mountain, Porch!
Living area

12. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Living area

13. Ridge House - Modern Log Home Nestled on top of a Private Mountain

Ridge House - Modern Log Home Nestled on top of a Private Mountain
Waitsfield
10.0 out of 10, Exceptional, (17 reviews)
"A gorgeous house, well designed, incredibly comfortable & perfectly appointed. Responsive staff at the mgmt company too. We will be back!"
United States
lauren m.
Ridge House - Modern Log Home Nestled on top of a Private Mountain
Private kitchen

14. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Great property to stay at highly recommend and will hopefully be staying again soon!"
United States
Robert R.
The price is AU$1,047
includes taxes & fees
27 Sept - 28 Sept
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
Living area

15. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Killington
7.0 out of 10, Good, (6 reviews)
"Excellent brief stay."
United States
Ron L.
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Terrace/patio

16. 150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bethel
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home with a beautiful property and accurate listing."
United States
Anonymous traveller
The price is AU$1,918
includes taxes & fees
18 Sept - 19 Sept
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Private kitchen

17. Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Duxbury
9.8 out of 10, Exceptional, (12 reviews)
"This was a great house for my family with adult children. It was easy to get to the places we had planned to visit."
United States
Dianne
The price is AU$844
includes taxes & fees
24 Sept - 25 Sept
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Property grounds

18. Vermont Post & Beam w/Hot Tub & Stunning Views

Vermont Post & Beam w/Hot Tub & Stunning Views
Waitsfield
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful spot, clean house and everything we needed for a relaxing time. Will be returning"
United States
William W.
The price is AU$1,391
includes taxes & fees
30 Sept - 1 Oct
Vermont Post & Beam w/Hot Tub & Stunning Views
Interior

19. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is AU$1,568
includes taxes & fees
19 Sept - 20 Sept
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Living area

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
6.8 out of 10, (3 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AU$1,039
includes taxes & fees
20 Sept - 21 Sept
The Tower House | Hot Tub | Firepit | Dog-Friendly
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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Top Randolph Hotel Reviews

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"I totally dislike all the vinyl flooring that all the hotels are using these days. They don’t know how to clean them right they’re always sticky or they don’t sweep the floors properly, etc. So needless to say when I saw nice clean thick carpeting in the room except for the kitchen and bathroom, I was very happy. The bathroom was sparkling. Everything was clean & new. Hopefully it will stay that way since the hotel is only two years old. I was also happy to see a very clean laundry room with 3 washers & 3 dryers with a reasonable price, The only problem was the dryers dont dry well on high anyway. I had to dry twice. Staff - nighttime and morning, all very friendly and accommodating. They even had comfortable beds. Most hotel beds are too hard or to sunk in. Not the case here and I did not wake up with a backache like I usually do @ most hotels. There is plenty of free parking. Beautiful location as well."
Diana 1-night trip
Posted 6 hours ago
My Place Hotel-Randolph VT

Find out more about Randolph

Randolph Holiday Homes information

Number of reviews
301
Accommodation
622 Holiday Homes
Lowest Price
AU$384
Highest Price
AU$2,220