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

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Check prices for these dates

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

Our top choices for Wallingford vacation homes

A bathroom with a wooden vanity, a white sink, a mirror, and toiletries including a patterned bottle and a pump bottle.

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 AED 521
AED 1,565 total
includes taxes & fees
24 Oct - 25 Oct
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 AED 338
AED 694 total
includes taxes & fees
20 Oct - 21 Oct
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 AED 327
AED 851 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 606
AED 705 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 342
AED 1,069 total
includes taxes & fees
9 Nov - 10 Nov
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 AED 639
AED 1,752 total
includes taxes & fees
3 Nov - 4 Nov
large ski ranch hot tub close to killington pets ok
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

7. 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 AED 496
AED 1,810 total
includes taxes & fees
15 Oct - 16 Oct
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A two-story house with a covered porch and a gabled roof.

8. 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 AED 496
AED 1,116 total
includes taxes & fees
18 Oct - 19 Oct
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.

9. 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 AED 463
AED 1,000 total
includes taxes & fees
21 Oct - 22 Oct
CozyDen- Location, Ski Off/ Shuttle On
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AED 457
AED 1,669 total
includes taxes & fees
26 Oct - 27 Oct
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

11. 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 AED 1,377
AED 2,703 total
includes taxes & fees
19 Oct - 20 Oct
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AED 741
AED 3,789 total
includes taxes & fees
15 Oct - 16 Oct
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A two-story house with a covered porch and a garage.

13. 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 AED 789
AED 3,078 total
includes taxes & fees
19 Oct - 20 Oct
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A bedroom with a large bed, a sofa, a desk, and two windows.

14. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is AED 512
AED 1,305 total
includes taxes & fees
1 Nov - 2 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
A two-story house with a covered porch and a car parked in front.

15. 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 AED 757
AED 1,509 total
includes taxes & fees
9 Nov - 10 Nov
4BR Home | Walk Downtown Rutland + Trails
A cozy living room with a fireplace, comfortable seating, and a television.

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is AED 664
AED 1,488 total
includes taxes & fees
19 Oct - 20 Oct
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A cozy living room with a fireplace, a television, and a view of a snowy deck.

17. 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.
The price is AED 726
AED 2,746 total
includes taxes & fees
15 Oct - 16 Oct
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A winding road through a snowy landscape with a small building at the center.

18. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is AED 1,267
AED 2,711 total
includes taxes & fees
20 Oct - 21 Oct
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Living area

19. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
10.0 out of 10, Exceptional, (1 review)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
The price is AED 1,186
AED 2,266 total
includes taxes & fees
15 Oct - 16 Oct
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
A spacious living area with a fireplace, a television, and a dining area with natural light.

20. 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.
The price is AED 671
AED 2,349 total
includes taxes & fees
15 Oct - 16 Oct
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
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 11 hours ago
Mountain Meadows Lodge