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Compare 34 Chalets in Middlesex with updated reviews, rates, and availability.

Large Cozy 2-bedroom condo with WiFi, AC on the Stowe/Morristown town line
Game room
Large Cozy 2-bedroom condo with WiFi, AC on the Stowe/Morristown town line
9.4 out of 10, Exceptional, (6)
"Great accommodations located perfectly between Stowe and Morrisville. Property manager had great communication with us. Place was everything it stated it would be. Beautiful mountain views!"
The price is AED 474
AED 1,197 total
includes taxes & fees
16 Nov - 17 Nov
Large Cozy 2-bedroom condo with WiFi, AC on the Stowe/Morristown town line
Copper Roof Chalet - 3 mins from SKI hill.
Exterior -Winter
Copper Roof Chalet - 3 mins from SKI hill.
10.0 out of 10, Exceptional, (13)
"This chalet was an excellent basecamp for my husband and I as well as my in-laws for a long weekend during leaf season. Smugglers Notch resort was less than five mins away, and the town of Cambridge was less than 10 for groceries or more dining options. 20 mins or less to hiking trails in the notch or Stowe resort. "
Copper Roof Chalet - 3 mins from SKI hill.
Blue Jay's Blue Chalet - 2 mins from SKI hill
Covered with snow
Blue Jay's Blue Chalet - 2 mins from SKI hill
10.0 out of 10, Exceptional, (30)
"We had a good time."
Blue Jay's Blue Chalet - 2 mins from SKI hill
Classic Stowe Ski Chalet by RedAwning
"Building","House","Cabin","Cottage","Log Cabin"
Classic Stowe Ski Chalet by RedAwning
10.0 out of 10, Exceptional, (42)
"Last September I took a sisters trip to Vermont and liked this place so much I booked it for me my husband and two adult children. The chalet is clean and comfortable and plenty of room for our family of four. Great time does not disappoint. "
Classic Stowe Ski Chalet by RedAwning
Stowe Trapp Four Season Paradise - One Bedroom Villa Suite
Villa in the summer (one bedroom suite balcony at right).
Stowe Trapp Four Season Paradise - One Bedroom Villa Suite
9.6 out of 10, Exceptional, (24)
"If you are looking for a quiet get away- this property is for you. Relaxing views of the mountains. Local hiking and biking on premises. Villas were located far enough away to give space and privacy. You are close to Von Trapp restaurants and amenities but you need to drive into Stowe for other entertainment/restaurants/pubs. "
Stowe Trapp Four Season Paradise - One Bedroom Villa Suite
Maple ridge chalet
Exterior
Maple ridge chalet
10.0 out of 10, Exceptional, (7)
"This was as enjoyable as any property we have ever rented in almost 50 years. We have stayed in several other rentals in this same area over the last decade but none of them are as enjoyable as this one."
Maple ridge chalet
Stoweic Views - Luxury Dream Vacation Home
Relax in the Living room with amazing Mountain Views
Stoweic Views - Luxury Dream Vacation Home
10.0 out of 10, Exceptional, (1)
"There were 14 of us - 4 families. The space was perfect for our needs. The bathrooms and kitchen were well appointed with all our needs met. The family enjoyed the hot tub, the pool table and everything about the house was wonderful. Thank you for making our 45th wedding anniversary family vacation so memorable."
Stoweic Views - Luxury Dream Vacation Home
A cozy family retreat perfectly located between Stowe Village & Trapp’s Lodge
A perfect family get-away! A well provisioned house w an expansive outdoor deck
A cozy family retreat perfectly located between Stowe Village & Trapp’s Lodge
10.0 out of 10, Exceptional, (7)
"Wonderful vacation getaway to see the spectacular fall leaves."
A cozy family retreat perfectly located between Stowe Village & Trapp’s Lodge
Vintage Chalet Chalet w/fireplace, 2 mins from SKI hill
Vintage Chalet - Front winter
Vintage Chalet Chalet w/fireplace, 2 mins from SKI hill
10.0 out of 10, Exceptional, (63)
"Quaint chalet "
Vintage Chalet Chalet w/fireplace, 2 mins from SKI hill
Magnificent any time of year
Exterior detail
Magnificent any time of year
10.0 out of 10, Exceptional, (24)
"My wife and I came to Vermont for the first time and wanted to see the beautiful fall colors. 1st VRBO also. It was awesome. Very well appointed, clean, good communications, very accurate description. Couldnt have asked for more."
The price is AED 643
AED 1,522 total
includes taxes & fees
26 Nov - 27 Nov
Magnificent any time of year
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
Great Chalet; well maintained; excellent condition; great views!
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
9.8 out of 10, Exceptional, (48)
"Highly recommend"
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
Modern Mountain Home at Wildewood
Fabulous floor to ceiling windows grace the living room
Modern Mountain Home at Wildewood
Modern Mountain Home at Wildewood
Dreamy Artist Chalet in Secluded Historic Village
Open Kitchen area
Dreamy Artist Chalet in Secluded Historic Village
8.4 out of 10, Very Good, (5)
"My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!"
The price is AED 999
AED 1,740 total
includes taxes & fees
16 Nov - 17 Nov
Dreamy Artist Chalet in Secluded Historic Village
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
Stunning Views of Sugarbush
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
9.6 out of 10, Exceptional, (14)
"We had the pleasure to stay at this home for a weekend. The only complaint is we wish we could have stayed longer. The home is layed out perfectly and the views are stunning! Its such a great home to entertaine in. So much room and well thought out furnishings. The kitchen has EVERYTHING you could need.We noticed how great it would be for a family with children too!! So many books, toys and games.The check in process was smooth and we had excellent communication. We reccomend. this home highly...
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
Classic Stowe Ski 3 Bedroom Chalet by RedAwning
Exterior
Classic Stowe Ski 3 Bedroom Chalet by RedAwning
4.0 star property
10.0 out of 10, Exceptional, (1)
Classic Stowe Ski 3 Bedroom Chalet by RedAwning
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort
2 level chalet with deck overlooking golf course with views of the valley
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort
10.0 out of 10, Exceptional, (21)
"Great location and everything very well thought of and provisioned for stay. Owners very responsive."
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort
Large Ski Chalet minutes from Smuggler's Notch!
Exterior
Large Ski Chalet minutes from Smuggler's Notch!
10.0 out of 10, Exceptional, (3)
"The cabin was more spacious than anticipated. Everything was very clean and well-appointed. Five minute drive to Smuggler's Notch resort. We look forward to staying again."
Large Ski Chalet minutes from Smuggler's Notch!
Ultimate Ski In/Out Luxury Townhome at Stowe's Spruce Peak
Unbeliveble Views from Spuce Village
Ultimate Ski In/Out Luxury Townhome at Stowe's Spruce Peak
9.8 out of 10, Exceptional, (6)
"Thanks! Lovely property would come again!"
Ultimate Ski In/Out Luxury Townhome at Stowe's Spruce Peak
Modern Chalet Retreat | Close Stowe Mt. Resort & Village
Exterior
Modern Chalet Retreat | Close Stowe Mt. Resort & Village
10.0 out of 10, Exceptional, (17)
"Myself and 8 of my closest friends and family stayed at Kyle and Alexa’s beautiful Stowe chalet! It was a beautiful home. It had everything we needed and more! It is truly the ideal getaway house. The location was perfect! We were never traveling more than 10 minutes to get to town, a brewery, a mountain resort, etc. the only thing we’d recommend, being in a house full of girls, is a full body mirror somewhere! We all hope to make it back to Stowe some day and would LOVE to stay in their home...
Modern Chalet Retreat | Close Stowe Mt. Resort & Village
Owls Head Estate - Unmatched & Unforgettable Views
Enjoy Amazing Views from our Owl`s Head Luxury Post and Beam Home
Owls Head Estate - Unmatched & Unforgettable Views
10.0 out of 10, Exceptional, (5)
"This was a beautiful house and perfect for family. The location and views cannot be beat. The photos in the listing don’t do the house justice. The house also has a beautiful backyard with views of the mountains and gorgeous landscaping. Our only concern was that there is no air conditioning in the house so recommend you stay here in cooler months."
Owls Head Estate - Unmatched & Unforgettable Views
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 Middlesex

Stowe Cabins in the Woods
Exterior
Stowe Cabins in the Woods
2.5 star property
8.8 out of 10, Excellent, (275)
"Not bad. Needs an update but for the price it was adorable. "
Stowe Cabins in the Woods
Smugglers' Notch Resort
Waterslide
Smugglers' Notch Resort
3.0 star property
8.0 out of 10, Very Good, (105)
"It was picturesque. Check-in was easy. Our condo was up in the hills with beautiful scenery around."
The price is AED 840
AED 1,166 total
includes taxes & fees
17 Nov - 18 Nov
Smugglers' Notch Resort
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
Private kitchen
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
9.6 out of 10, Exceptional, (222)
"Everything about the house was spot on-from location to details in listing. Great house!"
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
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.