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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 49 Cottages in Middlesex with updated reviews, rates, and availability.

Sun drenched cozy cottage on budding 17 acre homestead
Early spring

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (25)
"Our say at Keith's and Erika's cabin was a much needed respite for my wife and me. We thoroughly enjoyed our stay where we basked in doing nothing but enjoying the warmth and coziness of the cabin. We're planning on coming back soon and renting both cabins for our son and daughter-in-law and us. The only downsides were a leaky shower head that sprayed water on the bathroom ceiling and a lot of dog hair on the floor. "
Sun drenched cozy cottage on budding 17 acre homestead
Dog-friendly cottage on acreage with nearby creek & wood stove

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

9.0 out of 10, Wonderful, (56)
"Wonderful property in perfect location for skiing!"
Dog-friendly cottage on acreage with nearby creek & wood stove
Very private, dog-friendly country house with hot tub on a lovely 10 acre meadow

Very private, dog-friendly country house with hot tub on a lovely 10 acre meadow

9.6 out of 10, Exceptional, (113)
"The property was beautiful and had everything you needed!"
Very private, dog-friendly country house with hot tub on a lovely 10 acre meadow
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!
Warren Vacation Rental | 3BR | 1BA | 1,560 Sq Ft | Stairs Required

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 family’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!
Absolutely Gorgeous Vermont Garden 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
Cheerful 3 Bedroom Mountain Cottage
Living area

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
Sunny Morristown Home - Walk to Restaurants!
Living area

Sunny Morristown Home - Walk to Restaurants!

3.0 star property
Sunny Morristown Home - Walk to Restaurants!
Cozy cabin in the heart of ski country.
Exterior

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cabin had everything we needed for a pleasant stay."
Cozy cabin in the heart of ski country.
Mountain Getaway | Hot Tub | Private Deck | Views
Your home away from home in 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
Cottage in the Woods, close to everything in Stowe
Adorable Ski Chalet close to everything in Stowe

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
Charming cottage on working farm near Stowe
Summertime!

Charming cottage on working farm near Stowe

10.0 out of 10, Exceptional, (138)
"This cottage was a perfect location to make memories for our family! "
Charming cottage on working farm near Stowe
Cozy Cabin Retreat
Exterior

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."
The price is AED 496
AED 856 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Cabin Retreat
Brookside cabin on Budding Homestead
The Luna Cabin in her winter glory

Brookside cabin on Budding Homestead

10.0 out of 10, Exceptional, (15)
"We had a beautiful stay at this little getaway! I went to take some time to read and work on my dissertation with my dog and husband and it was perfect. Highly recommend and we'd love to come back!"
Brookside cabin on Budding Homestead
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!
Living area

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

3.0 star property
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!
Rustic Roxbury Ski Farmhouse With Trails!
Living area

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Luxe 14-acre Vermont Countryside Lodge!
Interior

Luxe 14-acre Vermont Countryside Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home has it all! Beautifully decorated, cozy fireplace, spacious private surroundings, the BEST claw foot bathtubs, mountain and star views magnificent! We had 12 people and the home’s size afforded us all plenty of privacy. Great stove in kitchen. Plenty of firewood stacked. Off grid living was cool! No TVs! Such a needed break from the seasonal chaos! Highly recommend ❤️"
Luxe 14-acre Vermont Countryside Lodge!
6 Mi to Stowe Mountain: Home w/ Yard!
Living area

6 Mi to Stowe Mountain: Home w/ Yard!

3.0 star property
6 Mi to Stowe Mountain: Home w/ Yard!
Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts
Picturesque view of cottage after a new-fallen snow!

Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts

10.0 out of 10, Exceptional, (2)
"Perfect place for a reunion with friends."
Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts
Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!
Living area

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!
Living area

Pet-friendly Roxbury Farmhouse on 350 Acres!

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

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