Search Chalets in Plainfield

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 13 Chalets in Plainfield with updated reviews, rates, and availability.

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Exterior
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
9.8 out of 10, Exceptional, (20)
"Our stay at Black Dog Lodge was truly great! It’s a beautiful lodge that had everything we needed. The layout was perfect and allowed everyone a space to hang and gather. It was a treat!"
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Exterior
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
10.0 out of 10, Exceptional, (33)
"The home was well appointed with all the amenities and plenty of room for our three families (6 adults and 6 kids). The game room downstairs and open concept living room were awesome and would have been used more often had the weather not been so perfect. The property is truly the star of this place, picturesque mountain views and an amazing fire pit. We will definitely be renting again."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Exterior
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Enjoy a nice fire while you overlook the Sachem Trail and watch people ski by.
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
10.0 out of 10, Exceptional, (18)
"Stay was perfect"
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Relaxing retreat in the mountains 20 min to Killington
Exterior
Relaxing retreat in the mountains 20 min to Killington
8.0 out of 10, Very Good, (2)
"Our biggest issue is that the listing says 3 bedrooms, 1 with a queen, 1 with twin bunks, and 1 with a queen and 2 twins. But it’s actually a full with 2 twins—a bouncy, mushy full. The twins in that room are paper thin mattresses on boards and they felt a bit like 2x4’s, so I’d only recommend them for kids, even though they were roomy twins. This presented a major issue in our vacation. We surprised my older parents by inviting them for part of it and were happy to give them the queen. This...
Relaxing retreat in the mountains 20 min to Killington
Secluded 2600 sqft home 15 min from Okemo and Killington
Living area
Secluded 2600 sqft home 15 min from Okemo and Killington
10.0 out of 10, Exceptional, (3)
"We absolutely loved our time at this lovely rental! All amenities were as described. Beds were super comfy, sauna was terrific, kitchen was well equipped and the fireplace, cozy. Meg was super responsive. We would definitely rent again!"
Secluded 2600 sqft home 15 min from Okemo and Killington
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Exterior
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
10.0 out of 10, Exceptional, (10)
"The house is beautiful and we enjoyed our stay! Just need a full length mirror in a bedroom otherwise perfect ski property!"
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Country house minutes from Killington and Okemo
Exterior
Country house minutes from Killington and Okemo
10.0 out of 10, Exceptional, (5)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo
Ski Okemo, Killington, Magic & Bromley
Exterior
Ski Okemo, Killington, Magic & Bromley
10.0 out of 10, Exceptional, (9)
"My adult children and I spent Labor Day weekend working on a building project in Chester. This home was just what we needed -convenient location, 4 bedrooms set up for couples, a very serviceable kitchen (we prefer to cook for each other), solid WiFi, and a private restful outdoor space. We would definitely stay there again!"
Ski Okemo, Killington, Magic & Bromley
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
Living area
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
10.0 out of 10, Exceptional, (3)
"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
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Welcome to private living in Chester, VT located on 2 acres surrounded by woods
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
A 65" Samsung Flat Screen TV, Pool Table, Bar, Arcade & Full Bathroom!
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
10.0 out of 10, Exceptional, (7)
"This property is awesome. The owners kept us well informed of what our state would be like from the booking of our trip. The view was beautiful and the house was extremely well-maintained. There was enough room for several of us to hang out and most importantly comfortably sleep. They provided us with plenty of games for the kids as well as for us adults I will definitely be booking this property again"
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
The hidden gem of Northern New Hampshire! Walk to Ragged Mountain!
Miscellaneous
The hidden gem of Northern New Hampshire! Walk to Ragged Mountain!
The hidden gem of Northern New Hampshire! Walk to Ragged Mountain!
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.
Don't see what you're looking for?
See all available properties in Plainfield
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Plainfield

Beautiful Myrtle Beach Condo with Amenities Galore
Beautiful Myrtle Beach Condo with Amenities Galore
8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.2 out of 10, Wonderful, (15)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Trailside Stays
Exterior
Trailside Stays
3.0 star property
10.0 out of 10, Exceptional, (32)
"We had the best time here. So peaceful and beautiful. The place is down a dirt road, so probably need 4wd in the winter and definitely bring groceries since the closest dining is a bit down the road. The place was spotless clean, the most comfortable beds, and beautiful setting. "
Trailside Stays
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.