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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 37 Chalets in Middlesex with updated reviews, rates, and availability.

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)
"Beautiful home conveniently located to town, downhill and cross country skiing. Kitchen is well appointed. View from the balcony is impressive. One minor suggestion: please include a broom and dust pan in case guests need to do a little minor cleaning."
Classic Stowe Ski Chalet by RedAwning
Copper Roof Chalet - 3 mins from SKI hill.
Exterior -Winter

Copper Roof Chalet - 3 mins from SKI hill.

10.0 out of 10, Exceptional, (15)
"Excellent ski chalet minutes from Smuggs. Super clean, cute and cozy. The owner is extremely responsive and accommodating. Close to ski shop, great restaurants such as Lot 6, Village Tavern and Fanily Table. We had an amazing stay!"
Copper Roof Chalet - 3 mins from SKI hill.
Large Cozy -2 floor, 2-bedroom condo with WiFi, Game Room, 5 Minutes to Stowe
Room

Large Cozy -2 floor, 2-bedroom condo with WiFi, Game Room, 5 Minutes to Stowe

9.4 out of 10, Exceptional, (13)
"Nice location and spacious house.very clean. "
The price is AED 731
AED 1,526 total
includes taxes & fees
2 Mar - 3 Mar
Large Cozy -2 floor, 2-bedroom condo with WiFi, Game Room, 5 Minutes to Stowe
Magnificent any time of year
Exterior detail

Magnificent any time of year

10.0 out of 10, Exceptional, (25)
"What better superlatives can describe this beautiful house!Our very first footsteps were welcomed by the radiant heated warm floors, perfect after skiing in single digits all day. I’ve rented in VT for decades and have never stayed in a house that was this clean. Josh, the host, is amazing. Expect a follow-up call from him if you don’t arrive on time just to make sure that you are fine. I can hardly wait for our next visit!"
Magnificent any time of year
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
World-Class Villa @ Stowe & Trapp
Snowing at the Villa

World-Class Villa @ Stowe & Trapp

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. "
World-Class Villa @ Stowe & Trapp
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 1,720 total
includes taxes & fees
3 Mar - 4 Mar
Dreamy Artist Chalet in Secluded Historic Village
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, (66)
"My son and I stayed over the MLK holiday weekend and went skiing at Smuggler’s Notch. Perfect location and set up! We were a 2 minute drive to the lodge/parking lot. The resort village is easily accessible. And the house itself is great! It has plenty of privacy and very well suited for skiing. The owners are very responsive and hospitable. We recommend it to any couple or small family!"
Vintage Chalet Chalet w/fireplace, 2 mins from SKI hill
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
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
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!
New Stowe remodel, perfect location,many amenities
New Stowe remodel, perfect location,many amenities (1201)

New Stowe remodel, perfect location,many amenities

2.0 star property
New Stowe remodel, perfect location,many amenities
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
Living area

Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

10.0 out of 10, Exceptional, (2)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
The price is AED 1,469
AED 2,567 total
includes taxes & fees
2 Mar - 3 Mar
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
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, (50)
"This is our third time staying at the property and love it! Great location and easy access to the valley. We had an issue with the microwave and Evelyn was quick to fix it for us! "
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
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
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
Warren VT Chalet for Ski, Summer + Fall Fun, WIFI
Exterior

Warren VT Chalet for Ski, Summer + Fall Fun, WIFI

10.0 out of 10, Exceptional, (3)
"We enjoyed this house nestled among the trees yet just off the main road to Warren and perfectly located between Sugarbush and MRG. We were able to create family dinners and although spartan in the way of furniture, still cozy and comfortable. Master bedroom is very nice, main floor bedroom also. Beds comfortable. Downstairs bedrooms are colder than the rest of the house."
Warren VT Chalet for Ski, Summer + Fall Fun, WIFI
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
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
Vintage Vibes Haven in Stowe, Records & Firepit!
Vintage Vibes Haven in Stowe, Records & Firepit! (3517)

Vintage Vibes Haven in Stowe, Records & Firepit!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place. 6 people and two dogs! were very comfortable. Well supplied kitchen. Nice neighborhood, good for walking dogs. Great location about a mile from village center. Easy to get to all of the activities of the 4 day wedding celebration. "
Vintage Vibes Haven in Stowe, Records & Firepit!
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, (282)
"Great spot with everything we were looking for!"
Stowe Cabins in the Woods
Stowe Lofts-Cozy 2-bedroom condo, peaceful, 5 minutes to Stowe, Fast WiFi
Bright and cozy living room and dining room. Comfortable couch with a smart TV

Stowe Lofts-Cozy 2-bedroom condo, peaceful, 5 minutes to Stowe, Fast WiFi

2.0 star property
9.4 out of 10, Exceptional, (15)
"Perfect spot close to Stowe "
The price is AED 547
AED 1,098 total
includes taxes & fees
27 Feb - 28 Feb
Stowe Lofts-Cozy 2-bedroom condo, peaceful, 5 minutes to Stowe, Fast WiFi
Bridges Resort
Pool

Bridges Resort

3.5 star property
6.6 out of 10, (7)
"Amazing stay. Beds where comfortable and lots of extra pillows and duvets in the closets. We found a inflatable mattress and table extensions in the closet as well (perfect to fit 6 people in this condo). The maid had left 3 dishwasher pucks and 1 washer puck (amazing), along with dish soap. There is a long HDMI cable for the living room TV. The teens enjoyed the pool, gym and hot tub (they give you towel when you attend the pool so no need to bring yours). The couch is just amazing (you...
The price is AED 929
AED 1,235 total
includes taxes & fees
23 Feb - 24 Feb
Bridges Resort
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.