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Compare 64 Cottages in Middlesex with updated reviews, rates, and availability.

Dog-friendly cottage on acreage with nearby creek & wood stove

8.8 out of 10, Excellent, (58)
"Wonderful property in perfect location for skiing!"
Dog-friendly cottage on acreage with nearby creek & wood stove

Charming cottage on working farm near Stowe

10.0 out of 10, Exceptional, (139)
"This cottage was a perfect location to make memories for our family! "
Charming cottage on working farm near Stowe

Mountain Getaway | Hot Tub | Private Deck | Views

10.0 out of 10, Exceptional, (30)
"This rental was perfect for our Stowe ski trip. The house is clean and beautifully furnished. The location is close to downtown and the ski resort. Our family loved the hot tub on the cold evenings. We would definitely stay here again!"
Mountain Getaway | Hot Tub | Private Deck | Views

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

9.8 out of 10, Exceptional, (8)
"This property was exactly what you want when you come to Warren, VT. Perfect for our familyā€™s holiday and close to all the Mad River Valley has to offer. The hosts were great! "
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was perfect for a ski weekend. Super close to skiing and eating. Would recommend "
Cozy cabin in the heart of ski country.

Cheerful 3 Bedroom Mountain Cottage

9.8 out of 10, Exceptional, (15)
"Amazing communication for rental, description right on, so comfortable from the livingroom with a delightful gas stove so easy to use to the most comfortable beds and bedding ever. Property description right on. Thank you so much. "
Cheerful 3 Bedroom Mountain Cottage

Absolutely Gorgeous Vermont Garden Cottage

10.0 out of 10, Exceptional, (10)
"Wonderful property-immaculate and comfortable! We enjoyed being so close to our family, but you will enjoy this place whatever your plans are!"
Absolutely Gorgeous Vermont Garden Cottage

Lake Iroquois. Cozy Lakeside Retreat, Close to Williston, Burlington, Skiing

10.0 out of 10, Exceptional, (1)
"A beautiful little place in a beautiful area! Angela was prompt with any questions I had. Would definitely recommend it and we may come back again. "
Lake Iroquois. Cozy Lakeside Retreat, Close to Williston, Burlington, Skiing

Mountain Loft Getaway

2.0 star property
Mountain Loft Getaway

Sunny Morristown Home - Walk to Restaurants!

3.0 star property
Sunny Morristown Home - Walk to Restaurants!

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (27)
"We had a lovely long weekend in the snowy Vermont wilderness! This spot is beautiful and located close enough to ski mountains for day trips"
Sun drenched cozy cottage on budding 17 acre homestead

Cottage in the Woods, close to everything in Stowe

9.6 out of 10, Exceptional, (18)
"Property exactly as described. Older house, but very clean - even the downstairs furnace room/laundry room. I was impressed by that! The layout was fun- very spacious, can sleep lots of people. It was a charming place to stay. We used it as our home base for the week while we visited Kennebunkport & Portland for a couple days. Location is perfect & quiet. Quick & easy to get to downtown Stowe."
Cottage in the Woods, close to everything in Stowe

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (26)
"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."
Cozy Cabin Retreat

Mountain Cottage in the woods.

10.0 out of 10, Exceptional, (1)
Mountain Cottage in the woods.

Charming Lakewood Cottage on beautiful Woodbury Lake

Charming Lakewood Cottage on beautiful Woodbury Lake

Jeffersonville Home w/ Deck Near Hiking & Climbing

3.0 star property
Jeffersonville Home w/ Deck Near Hiking & Climbing

Brookside cabin on Budding Homestead

10.0 out of 10, Exceptional, (16)
"Highest praise for this place and the hosts. The larger property and the cabin itself are beautifully kept and everything in the listing is as pictured - comfy and nicely decorated and with all the basics for one or two peopleā€¦but better than pictured because of the amazing setting on the edge of the woods next to a brook. It was perfect to be in the coziness of the house with that huge picture window, bringing the outdoors in with you. I also sat on the porch, all wrapped up, and listened to...
Brookside cabin on Budding Homestead

Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!

3.0 star property
6.0 out of 10, (2)
Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
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

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

9.0 out of 10, Wonderful, (8)
"Beautiful setting. Comfortable beds and good space. The Tv is mounted too high for comfortable viewing, but other than that it was a comfortable home."
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (283)
"Great spot with everything we were looking for!"
Stowe Cabins in the Woods

Bridges Resort

3.5 star property
7.4 out of 10, Good, (9)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
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.

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