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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Randolph holiday homes

A rustic cabin surrounded by autumn foliage.

1. 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
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

2. 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 HK$2,469
HK$5,672 total
includes taxes & fees
30 Aug - 31 Aug
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A rustic cabin surrounded by autumn foliage.

3. 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

4. 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 HK$1,180
HK$4,774 total
includes taxes & fees
31 Aug - 1 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

5. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is HK$622
HK$2,146 total
includes taxes & fees
30 Aug - 31 Aug
Luxury Condo Tucked in the Heart of Killington
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

6. 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 HK$1,113
HK$4,691 total
includes taxes & fees
30 Aug - 31 Aug
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

7. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A modern kitchen with wooden cabinets, a central island with stools, stainless steel appliances, and large windows offering a view of the outdoors.

8. Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"This was a great home for our family gathering. There is space for everyone and the location is stunning. We enjoyed ourselves very much."
United States
Shenaugh K.
The price is HK$1,247
HK$6,717 total
includes taxes & fees
16 Sept - 17 Sept
Beautiful Country Home with Hot Tub & Pool Table
A modern wooden house with large windows and a covered porch.

9. Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River
Warren
10.0 out of 10, Exceptional, (15 reviews)
"Not only is the house and the views amazing, there were enough books, puzzles, artwork and other touches to make it feel like a home. We like to cook and so the well stocked kitchen came in super handy. "
United States
Kana N.
Stunning Modern Retreat Overlooking The Mad River
A red barn in a forested area with mountains in the background.

10. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is HK$1,740
HK$2,230 total
includes taxes & fees
28 Aug - 29 Aug
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
A room with a large window overlooking a deck with two chairs and a table.

11. 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
A modern kitchen with white subway tiles, a large window, and a wooden table.

12. Luxurious Renovated Farmhouse Post & Beam Barn and Charm

Luxurious Renovated Farmhouse Post & Beam Barn and Charm
Williamstown
9.4 out of 10, Exceptional, (50 reviews)
"We had such a great time during our stay! The house was beautiful, warm and welcoming and we would gladly come back again! We had everything we needed for a relaxing weekend in. Host Ali was very friendly and communicative."
United States
Alison G.
The price is HK$2,321
HK$5,479 total
includes taxes & fees
28 Aug - 29 Aug
Luxurious Renovated Farmhouse Post & Beam Barn and Charm
A two-story house with a porch, green shutters, and a brick chimney.

13. Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable, well equipped, beautiful location. Hope to return."
United States
Sara O.
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
A modern living room with a large window overlooking a forested mountain landscape.

14. Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "
United States
Jeff C.
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

15. CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, 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 HK$988
HK$2,135 total
includes taxes & fees
30 Aug - 31 Aug
CozyDen - AC, Grill, Bike to Mountain, Porch!
A wooden deck leading to a cabin with a stone foundation, surrounded by a forest with autumn foliage.

16. Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful ski house close to the mountain and a great house layout for young children / families!"
United States
Heather Bello T.
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
A log cabin interior with a stone fireplace, a sofa set, a round table, and a large window offering a view of the outdoors.

17. 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
A kitchen with wooden beams, a central island, and a view of a snowy outdoor area.

18. Light-filled retreat in Mad River Valley with internet & deck

Light-filled retreat in Mad River Valley with internet & deck
Fayston
10.0 out of 10, Exceptional, (5 reviews)
"Enjoyed the comfortable home. Had just about everything we needed for our stay. Loved the location and the view was great. Close to things we wanted to do and see."
United States
Anonymous traveller
The price is HK$1,317
HK$4,759 total
includes taxes & fees
25 Sept - 26 Sept
Light-filled retreat in Mad River Valley with internet & deck
A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

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

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is HK$1,529
HK$5,288 total
includes taxes & fees
30 Aug - 31 Aug
The Tower House | Hot Tub | Firepit | Dog-Friendly
A covered porch with a view of a white house and a green lawn.

20. 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, (1 review)
"Light Hill is a beautiful property and the hosts are wonderful. We had a fantastic time there and our kids spent hours catching newts and frogs in the pond, swinging, and running around the yard. We enjoyed sitting on the screened in porch overlooking the mountains and just feeling very relaxed here. We are hoping to come back someday!"
United States
Andrew V.
The price is HK$5,879
HK$10,991 total
includes taxes & fees
28 Aug - 29 Aug
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
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

New World Inn

New World Inn

10/10 Excellent
"Would this property benefit from an update, absolutely but the owner, I think, was absolutely in point. He was courteous and helpful. When he found out I was leaving at 3 in the morning, he offered to make me a snack for my drive to the airport and when I looked in the room fridge I saw that he had given me a bunch of snacks. I would definitely stay there again."
Richard 3-night trip
Posted 12 hours ago
New World Inn

Find out more about Randolph

Randolph Vacation Homes information

Number of reviews
193
Accommodation
622 Vacation Homes
Lowest Price
HK$2,135
Highest Price
HK$10,991

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