A calm lake surrounded by dense green forest with reflections of trees and branches.

Chalets in Sullivan County

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
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 Sullivan County chalets

Terrace/patio

1. Amazingly Beautiful Waterfalls Getaway

Amazingly Beautiful Waterfalls Getaway
Hill
10.0 out of 10, Exceptional, (102 reviews)
"Great experience, the owners are really friendly, great views we definitely thinking about coming back eventually."
United States
Ian v.
Amazingly Beautiful Waterfalls Getaway
Exterior

2. Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Ludlow
9.6 out of 10, Exceptional, (39 reviews)
"Great location for a family of five to enjoy a ski trip!"
United States
Jason B.
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Property grounds

3. Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min
Bristol
8.8 out of 10, Excellent, (28 reviews)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
The price is AED 661
AED 1,483 total
includes taxes & fees
6 Sep - 7 Sep
Best value on Newfound Lake NH 2 day min
Exterior

4. Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Windham
9.8 out of 10, Exceptional, (9 reviews)
"We had such a great stay, the house was perfect for our weekend away and it was so welcoming to the puppies! The host was so great and worked with us when we had to leave early due to the big snowstorm. Would absolutely stay again and highly recommend!"
United States
Jessica M.
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Property grounds

5. 3-bedroom, 2-bath chalet, minutes from I-89 Dartmouth Medical Center

3-bedroom, 2-bath chalet, minutes from I-89 Dartmouth Medical Center
lebanon
9.6 out of 10, Exceptional, (4 reviews)
"The house and the location are very sweet, original to the era it was built and very easy to live in for a family trip. It was close to all the places we needed to go in WRJ and the surrounding areas. The beds are some of the most comfortable we've ever slept on! There was a problem with an intense musty smell coming from the laundry room and the hosts were quick to order 2 air purifiers which helped us to stay on for the entirety of our trip. I have no doubt that whatever was going on will be...
United States
Elisabeth B.
3-bedroom, 2-bath chalet, minutes from I-89 Dartmouth Medical Center
Terrace/patio

6. Cozy 2-bedroom A Frame chalet in delightful Danbury NH with WiFi and AC

Cozy 2-bedroom A Frame chalet in delightful Danbury NH with WiFi and AC
Danbury
10.0 out of 10, Exceptional, (15 reviews)
"Cozy and clean stay with easy access to skiing and snowboarding. Would gladly stay here again. "
United States
Mike B.
Cozy 2-bedroom A Frame chalet in delightful Danbury NH with WiFi and AC
Terrace/patio

7. Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front
Jamaica
9.4 out of 10, Exceptional, (83 reviews)
"Very cosy and convenient get-away with easy access to Stratton Mountain"
United States
Tyler L.
Two Bedroom Chalet, Charming, Quiet, River Front
Property grounds

8. Mountain chalet

Mountain chalet
Londonderry
10.0 out of 10, Exceptional, (48 reviews)
"Perfect for our stay and great host!"
United States
Tommy S.
Mountain chalet
Outdoor spa tub

9. Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Chester
10.0 out of 10, Exceptional, (9 reviews)
"Great cabin with lots of room. Secluded on a country road but very close to town. We had a wonderful stay. "
United States
Mark R.
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Exterior

10. Peaceful Nest / Nirvana Amidst Trees

Peaceful Nest / Nirvana Amidst Trees
Hill
9.8 out of 10, Exceptional, (127 reviews)
"We loved the property and location, you are in the tree tops and can hear the waterfall. There is no cellular or WiFi and the road to the property does require AWD, rocky hilly road."
United States
Laura
Peaceful Nest / Nirvana Amidst Trees
Exterior

11. Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12

Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12
Ludlow
9.8 out of 10, Exceptional, (133 reviews)
"We had a great stay. Close to the ski slope! Loved the wood stove after a day of skiing. Made the house cozy and warm. "
United States
Julianne M.
Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12
Exterior

12. Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
ludlow
10.0 out of 10, Exceptional, (32 reviews)
"Location was perfect, drops you right on the Sachem run. The house was welcoming and fantastic for our large group of multiple families, and the host was helpful and available for any questions. It was a great stay and would love to stay again!"
United States
Wendy N.
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
Exterior

13. Modern Chalet Near Mt. Sunapee & Lake Massasecum

Modern Chalet Near Mt. Sunapee & Lake Massasecum
Bradford
10.0 out of 10, Exceptional, (18 reviews)
"What a great house! We stayed here when our son graduated from NEC and traveled from NJ with family. Tons of parking, beautiful house with everything you could think of down to phone chargers! Beds were comfortable, deck and fire pits were a plus! The hosts were great beautiful area close to everything. We will be back!!!!"
United States
Bethany D.
Modern Chalet Near Mt. Sunapee & Lake Massasecum
Property grounds

14. Direct Waterfront, Year-Round, A-Frame Cabin

Direct Waterfront, Year-Round, A-Frame Cabin
Antrim
9.8 out of 10, Exceptional, (13 reviews)
"Great location and beautiful property! Would definitely stay again."
United States
Joseph
Direct Waterfront, Year-Round, A-Frame Cabin
Outdoor spa tub

15. "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Plymouth
9.8 out of 10, Exceptional, (37 reviews)
"We very much enjoyed our stay and the property is in excellent proximity to Killington/Pico."
United States
Ross D.
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Outdoor dining

16. Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Woodstock
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful spot -- loved using the sauna! Owners extraordinarily responsive on any question and issue. If you are looking for a quiet, expansive and uniquely comfortable space in this part of the world, this is the one!"
United States
Brian R.
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Exterior

17. Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"Great space for large family gathering! "
United States
ted d.
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Exterior

18. Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton

Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
Windham
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
Brigid M.
Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
Property grounds

19. Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Ludlow
10.0 out of 10, Exceptional, (48 reviews)
"Great communication, very nice place and close to the mountain "
United States
Craig L.
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Exterior

20. Escape to Your Own Private Vermont Retreat

Escape to Your Own Private Vermont Retreat
Plymouth
10.0 out of 10, Exceptional, (16 reviews)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
Escape to Your Own Private Vermont Retreat
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 Sullivan County Hotel Reviews

Hotel Coolidge

Hotel Coolidge

8/10 Good
"Love the history age and location of this hotel- every room is different and interesting, there are little sitting areas by stair landings and in the lobby. A bit like staying at grandmom's house!"
Lisa 2-night trip
Posted 4 hours ago
Hotel Coolidge

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