A mountainous landscape with autumn-colored trees and rocky outcrops.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Wallingford vacation homes

A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

1. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
The price is ￥21,980
￥66,913 total
includes taxes & fees
Oct 24 - Oct 25
Killington Retreat | Deck-Fire Pit-Mountain Views!
A dining table set with plates, glasses, and a vase with a plant.

2. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is ￥14,595
￥29,964 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

3. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥14,108
￥36,697 total
includes taxes & fees
Nov 10 - Nov 11
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

4. Cozy 2 Bedroom Suite walking distance to downtown

Cozy 2 Bedroom Suite walking distance to downtown
Rutland
The price is ￥26,126
￥30,382 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Bedroom Suite walking distance to downtown
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

5. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is ￥14,777
￥46,177 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Condo Tucked in the Heart of Killington
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

6. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is ￥27,551
￥75,506 total
includes taxes & fees
Nov 3 - Nov 4
large ski ranch hot tub close to killington pets ok
A rustic cabin with a stone fire pit, wooden deck, and a chimney.

7. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
Mendon
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful mountain home in a peaceful setting. Very thoughtfully designed and well maintained with everything you need to have a quiet getaway."
United States
Heidi S.
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
A compact kitchen with a refrigerator, stove, microwave, and sink.

8. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

9. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,722
￥72,099 total
includes taxes & fees
Oct 26 - Oct 27
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A two-story house with a covered porch and a gabled roof.

10. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is ￥21,376
￥48,131 total
includes taxes & fees
Oct 18 - Oct 19
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
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.

11. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is ￥19,989
￥43,203 total
includes taxes & fees
Oct 21 - Oct 22
CozyDen- Location, Ski Off/ Shuttle On
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

12. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥21,376
￥78,030 total
includes taxes & fees
Oct 15 - Oct 16
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

13. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
The price is ￥59,490
￥116,734 total
includes taxes & fees
Oct 19 - Oct 20
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A two-story house with a covered porch and a garage.

14. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is ￥34,952
￥134,100 total
includes taxes & fees
Oct 19 - Oct 20
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

15. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
The price is ￥24,804
￥86,427 total
includes taxes & fees
Oct 15 - Oct 16
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

16. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
The price is ￥57,348
￥126,623 total
includes taxes & fees
Oct 15 - Oct 16
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

17. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is ￥31,636
￥163,041 total
includes taxes & fees
Oct 15 - Oct 16
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A modern kitchen with stainless steel appliances, a dining table, and a wooden floor.

18. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (7 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is ￥32,618
￥65,059 total
includes taxes & fees
Nov 9 - Nov 10
4BR Home | Walk Downtown Rutland + Trails
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

19. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is ￥29,631
￥79,482 total
includes taxes & fees
Oct 15 - Oct 16
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
A cozy living room with a fireplace, comfortable seating, and a television.

20. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is ￥28,679
￥64,270 total
includes taxes & fees
Oct 19 - Oct 20
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
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 Wallingford Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Very much enjoyed our stay! The property is beautiful and hosts lovely. We loved the breakfast pancakes and chocolate chip cookies! Easy access to hiking trails. Would definitely stay here again!"
Sharon 2-night trip
Posted 2 hours ago
Mountain Meadows Lodge

Find out more about Wallingford

Wallingford Vacation Homes information

Number of reviews
137
Accommodation
1074 Vacation Homes
Lowest Price
￥29,964
Highest Price
￥163,041