A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Holiday Homes in Whitingham

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Whitingham holiday homes

A house with a garage, surrounded by snow-covered trees and a mountain in the background.

1. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (16 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is NZ$860
includes taxes & fees
1 Nov - 2 Nov
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
A rural landscape with a house surrounded by autumn foliage and a river.

2. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is NZ$1,075
includes taxes & fees
1 Nov - 2 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

3. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
United States
Natalie
The price is NZ$989
includes taxes & fees
1 Nov - 2 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

4. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay! Very clean and comfortable."
United States
Dana W.
The price is NZ$995
includes taxes & fees
9 Nov - 10 Nov
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

5. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is NZ$346
includes taxes & fees
2 Nov - 3 Nov
The Eagles Wing at The CHM - Private Apartment
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

6. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is NZ$1,312
includes taxes & fees
1 Nov - 2 Nov
Walk To Town, Hottub, Firepit, Games, Mt Snow
A log cabin with a balcony, surrounded by snow-covered trees and a wind turbine in the background.

7. Greylock Cabin

Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is NZ$800
includes taxes & fees
1 Nov - 2 Nov
Greylock Cabin
A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

8. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is NZ$701
includes taxes & fees
1 Nov - 2 Nov
Modern Mount Snow Gnarvana - Steps to Carinthia
A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

9. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
10.0 out of 10, Exceptional, (1 review)
"Cozy, clean and peaceful spot! Host was responsive and helpful."
United States
Maggie G.
The price is NZ$183
includes taxes & fees
1 Nov - 2 Nov
Cozy Vermont Tiny Home Get Away
A two-story house with a porch, surrounded by trees and snow.

10. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is NZ$531
includes taxes & fees
1 Nov - 2 Nov
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

11. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is NZ$851
includes taxes & fees
8 Nov - 9 Nov
Stunning Glass House nestled in the Vermont wilderness!
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

12. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is NZ$362
includes taxes & fees
9 Nov - 10 Nov
Private room with En-suite bathroom Marigold Room
A kitchen with white cabinets, a wooden dining table, and pendant lights.

13. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
United States
Diane
The price is NZ$820
includes taxes & fees
1 Nov - 2 Nov
A roomy remodeled retreat close to MassMoCA
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

14. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is NZ$1,150
includes taxes & fees
1 Nov - 2 Nov
5BR Berkshire Home Mins To The Mountain
A wooden barrel structure with a staircase and railing, surrounded by a forest.

15. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
Dover
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."
United States
Connor S.
The price is NZ$1,128
includes taxes & fees
5 Nov - 6 Nov
10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
A pathway through a forest with autumn leaves and a wooden bridge.

16. Experience Vermont’s Fall Magic at here at the Lemondrop

Experience Vermont’s Fall Magic at here at the Lemondrop
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Lovely house - perfect for a ski trip!"
United States
Alexander H.
The price is NZ$1,067
includes taxes & fees
30 Oct - 31 Oct
Experience Vermont’s Fall Magic at here at the Lemondrop
A hallway with wooden flooring, white walls, and a bed in the background.

17. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is NZ$705
includes taxes & fees
1 Nov - 2 Nov
Shelburne Falls on Main
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

18. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is NZ$357
includes taxes & fees
1 Nov - 2 Nov
Cozy Home in Pownal VT
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

19. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (56 reviews)
"This home was comfy, really clean and hosts were easy to reach and chat with during our stay. My extended family had a great time getting together this summer staying at hosts’ home!"
United States
Griffin S.
The price is NZ$1,125
includes taxes & fees
2 Nov - 3 Nov
Spacious 5BR w/ Hot Tub & Games
A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

20. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (14 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is NZ$2,006
includes taxes & fees
30 Oct - 31 Oct
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
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 Whitingham Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Clean, spacious rooms."
Linda 1-night trip
Posted 16 hours ago
The Williams Inn

Find out more about Whitingham

Whitingham Holiday Homes information

Number of reviews
377
Accommodation
440 Holiday Homes
Lowest Price
NZ$183
Highest Price
NZ$2,006