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Compare 31 Chalets in Proctorsville with updated reviews, rates, and availability.

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

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

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (157)
"This chalet was the perfect retreat for our Vermont getaway! The house is beautifully designed, incredibly relaxing, and comes fully equipped with all the essentials for a comfortable stay. We especially enjoyed the cozy fireplace. We stayed in the king bedroom on the top floor, and the new mattress made for an exceptionally comfortable sleep. The chalet served as our home base for a 4-night stay, allowing us to explore different areas of Vermont with easy day trips. Ludlow itself offers plenty...
Okemo Mountain Chalet W/ Hot Tub and Game Room

Mountain chalet

10.0 out of 10, Exceptional, (38)
"This is our third year staying at this mountain chalet and we will continue to return in the future! The cleanliness, comforts and location are nothing short of perfect! Thank you for making this beautiful home available for rental. Looking forward to next year!!"
Mountain chalet

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

2.0 star property
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

"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

10.0 out of 10, Exceptional, (18)
"Stay was perfect"
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (7)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
The price is SAR 901
SAR 2,111 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Creekside Chalet centrally located near 4 ski resorts

Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.

10.0 out of 10, Exceptional, (8)
"Great place ! Very clean, close to attractions and communication with owner was great ! Can’t wait to come back. "
Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.

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

Bromley Aframe - King Master Bed, Wood Fireplace

9.8 out of 10, Exceptional, (12)
"The property and house are truly beautiful. Great for a family stay. Fall foliage views are beautiful. The owner responded to all of my messages in a timely fashion. Located only two minutes away from Bromley which was great. There was a ceiling leak in the hallway while we were there but it wasn't bad. It was just the two of staying for one night and I do feel that charging the full cleaning fee for the one night for just the two of us was a bit high/overpriced. It would be nice if it could...
The price is SAR 588
SAR 1,412 total
includes taxes & fees
30 Nov - 1 Dec
Bromley Aframe - King Master Bed, Wood Fireplace

Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

10.0 out of 10, Exceptional, (2)
"Took a week long vacation with friends and this was the perfect place for us. A lot bigger than we had anticipated, equipped with every we needed and only a short 10 minute drive to Killington. The only issue we had was the wifi. We didn’t have any reception but luckily none of us needed to check in with work."
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

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

Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks

9.6 out of 10, Exceptional, (4)
"We had a great stay here! The host was very informative and pleasant to work with and the house offered a lot of amenities. Lots of beds which is perfect for a big group. Thank you for hosting us!"
Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (21)
"House was beautiful, cozy, and clean. We had an issue with the hot tub on the first night with it being cold, but they had someone come out the next morning to get it back running and we were able to use it the second night. House is in a great location. No complaints. Would stay here again."
Okemo 6 Bedroom Chalet.

LUXE Forest Retreat

The price is SAR 1,138
SAR 1,808 total
includes taxes & fees
24 Nov - 25 Nov
LUXE Forest Retreat

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

9.6 out of 10, Exceptional, (30)
"Great location! House had everything we needed. Property owner very flexible. Would definitely rent again!"
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

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

10.0 out of 10, Exceptional, (6)
"We had a lovely weekend ski trip with friends here and everything was excellent. The house was even more beautiful in person than in the photos. Plenty of room in the driveway for lots of cars, had a tricky time connecting the Bluetooth speaker to the projector but our host Eric was very helpful in talking us through how to connect it. Hot tub was hot and worked great all weekend, I was honestly very impressed with how well it was able to maintain its heat in single digit temperatures outside....
Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

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

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
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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Other property types in Proctorsville

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

8.6 out of 10, Excellent, (10)
"The place is great but it alludes that the pool and gym are included, they are in fact not and they want you to pay another $25 per person to use them. So I wasn't really happy about that."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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.