Photo by Shannon Willitts

Search Chalets in Rockingham

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Chalets in Rockingham

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

10.0 out of 10, Exceptional, (24)
"A terrific place. Highly recommended. We had a great family ski vacation."
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

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

10.0 out of 10, Exceptional, (4)
"Girls family weekend, relaxing, visiting and enjoying the hot tub."
Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

8.8 out of 10, Excellent, (3)
"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (10)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
The price is AED 567
AED 1,664 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Creekside Chalet centrally located near 4 ski resorts

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

10.0 out of 10, Exceptional, (6)
"We had a great time at the Wine Moose! The sauna kept us super warm in the super cold temps. Very very close to Mt. Snow and we also hit up Berkshire East and Magic an hour south and north respectively, easily. I'd recommend staying here!"
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Pet-friendly escape to Vermont for fall foliage and fun

2.0 star property
10.0 out of 10, Exceptional, (12)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
The price is AED 790
AED 1,831 total
includes taxes & fees
30 Jul - 31 Jul
Pet-friendly escape to Vermont for fall foliage and fun

The MountainTop

10.0 out of 10, Exceptional, (1)
"Nick’s cabin was perfect. Beautifully built and decorated, the cabin was amazing. Nick’s place had everything we needed and more. The location was tucked away with beautiful surroundings and close to Stratton mountain. Nick was always quick to reply with any questions and made sure our stay was perfect. Only regret is we didn’t stay here longer! "
The MountainTop

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "
Stylish Mountain Getaway close to Stratton w/ Spa

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

9.6 out of 10, Exceptional, (5)
"Roshanak was an excellent host and the place is beautiful. We love the location and its proximity to Okemo and the town. The property is gorgeous, we would book again."
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

8.6 out of 10, Excellent, (11)
"When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!"
Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

Green Mountain Manor - Ski and Summer Chalet

9.0 out of 10, Wonderful, (8)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet

Classic Stratton Ski Chalet: Perfect for Families

10.0 out of 10, Exceptional, (1)
"Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year."
Classic Stratton Ski Chalet: Perfect for Families

8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

10.0 out of 10, Exceptional, (19)
"great space for adults and teenagers. loved the hot tub! "
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

9.8 out of 10, Exceptional, (125)
"We found the hosts to be super helpful and friendly. Location was fantastic. We loved the hot tub and wood burning stove. It was a perfect stay for my extended family and I. The beds were also super comfortable-we slept great! We would definitely recommend this spot!"
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

10.0 out of 10, Exceptional, (9)
"A wonderful and spacious house that is perfect for large groups. The house was well stocked, host was responsive and helpful, and the hot tub was great! Would definitely stay here again. "
Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (23)
"We were up for a weekend in February. Perfect place. Plenty of beds. The hot tub was a bonus. Excellent communication by the hosts. "
Okemo 6 Bedroom Chalet.

Mandy's Mountain Chalet minutes from Mount Snow,

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
Mandy's Mountain Chalet minutes from Mount Snow,

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

10.0 out of 10, Exceptional, (12)
"Clean, great location. Pet friendly and well thought out. "
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "
Two Bedroom Chalet, Charming, Quiet, River Front

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

10.0 out of 10, Exceptional, (2)
"Our stay was amazing! The cabin was perfect especially when the weather did not cooperate. It was clean and cozy. We enjoyed board games, PAC-MAN, cooking, and relaxing on the nice sofa. Very dog friendly:)"
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockingham Hotel Reviews