Search Chalets in Chester
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Chester chalets
1. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!Wardsboro
10.0 out of 10, Exceptional, (20 reviews)
"Cute place, very pet-friendly."
Jeff H.
The price is AED 643
AED 1,590 total
includes taxes & fees
14 Sep - 15 Sep
2. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!Wardsboro
10.0 out of 10, Exceptional, (9 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
Carly L.
The price is AED 569
AED 1,681 total
includes taxes & fees
15 Sep - 16 Sep
3. Chalet Mount Snow/Stratton Skiing/hiking
Chalet Mount Snow/Stratton Skiing/hikingEast Dover
10.0 out of 10, Exceptional, (14 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
Roy-michael G.
The price is AED 355
AED 1,483 total
includes taxes & fees
26 Aug - 27 Aug
4. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain HouseDover
9.4 out of 10, Exceptional, (28 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
Brian S.
The price is AED 488
AED 1,709 total
includes taxes & fees
9 Sep - 10 Sep
5. A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
A Charming Chalet with Hot Tub 1 Mile to Mt. SnowDover
10.0 out of 10, Exceptional, (21 reviews)
"Excellent location and really fun common spaces made this a great choice for our ski vacation. The hosts were super responsive especially when we got a big snow storm and the driveway was plowed. "
Victoria R.
The price is AED 731
AED 2,179 total
includes taxes & fees
15 Sep - 16 Sep
6. Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, ACJamaica
10.0 out of 10, Exceptional, (3 reviews)
"Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. "
fran g.
The price is AED 2,264
AED 4,816 total
includes taxes & fees
7 Sep - 8 Sep
7. Chalet 1mi to Mount Snow with cinema and hot tub
Chalet 1mi to Mount Snow with cinema and hot tubDover
10.0 out of 10, Exceptional, (12 reviews)
"Awesome stay!"
Liz E.
8. NEW Private Chalet - 4 mins to Mt Snow
NEW Private Chalet - 4 mins to Mt SnowDover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
Mark C.
The price is AED 901
AED 2,446 total
includes taxes & fees
23 Aug - 24 Aug
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.
Find vacation rentals that suit your style
Cabins
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews
The Shire Woodstock
10/10 Excellent
