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Compare 466 Vacation Homes in Middlesex with updated reviews, rates, and availability.

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, (224)
"Second time staying here and loved it!!! Well equipped kitchen and plenty of beds "
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
Lodge At Spruce Peak Studio Third Floor Newly Renovated Great Spruce Peak Views Sleeps 4

Lodge At Spruce Peak Studio Third Floor Newly Renovated Great Spruce Peak Views Sleeps 4

9.8 out of 10, Exceptional, (87)
"Great property! Very well kept."
Lodge At Spruce Peak Studio Third Floor Newly Renovated Great Spruce Peak Views Sleeps 4
Chic, Cozy & Fun, Ski-in Ski-out, Great Location Stowe!
Dining

Chic, Cozy & Fun, Ski-in Ski-out, Great Location Stowe!

10.0 out of 10, Exceptional, (49)
"The house was clean and cozy and fit our needs well."
Chic, Cozy & Fun, Ski-in Ski-out, Great Location Stowe!
Beautiful townhouse with 2 king bedrooms, gas fireplace right off Mountain Road
Exterior

Beautiful townhouse with 2 king bedrooms, gas fireplace right off Mountain Road

9.6 out of 10, Exceptional, (49)
"The property was as listed. Clean and comfortable for couples. Only thing to mention is both bathrooms are upstairs. Hard on old knees. But the steps were easy spaced and had a great hand rail. Neighbors were great. "
Beautiful townhouse with 2 king bedrooms, gas fireplace right off Mountain Road
Heart of Stowe-Renovated/River balconies/Fireplace
Living area

Heart of Stowe-Renovated/River balconies/Fireplace

10.0 out of 10, Exceptional, (30)
"Right downtown sits off the street back is quiet with babbling brook. Gourmet market nearby very nice spot!"
Heart of Stowe-Renovated/River balconies/Fireplace
Barbie's Dream Tiny House hot tub & river by Stowe

Barbie's Dream Tiny House hot tub & river by Stowe

10.0 out of 10, Exceptional, (7)
"My daughter, dog and I loved our stay at the tiny house. The Barbie theme was adorable and we loved the location on the river not far from Stowe. We took the dog on some great walks along the river and up to the waterfall. Maisy was so helpful and incredibly responsive to our questions. I definitely would need more room for a longer stay but it was perfect for the weekend. "
Barbie's Dream Tiny House hot tub & river by Stowe
Large, Comfortable, Retro 1970s Hillside Chalet
Exterior

Large, Comfortable, Retro 1970s Hillside Chalet

8.6 out of 10, Excellent, (39)
"Great location with stunning View's. "
Large, Comfortable, Retro 1970s Hillside Chalet
Cozy Ski House in Stowe, 5 min to village, perfect for family/friends getaway
Dining Room

Cozy Ski House in Stowe, 5 min to village, perfect for family/friends getaway

9.8 out of 10, Exceptional, (50)
"This property is at a great location. It is well maintained and has a great layout. The property was very clean and the host was extremely fast and professional with responses. Definitely recommend if you are looking for a Stowecation!!!. "
Cozy Ski House in Stowe, 5 min to village, perfect for family/friends getaway
Large multi-family ski home located on the slopes of Sugarbush Resort
Exterior View

Large multi-family ski home located on the slopes of Sugarbush Resort

10.0 out of 10, Exceptional, (21)
"We had four couples coming from four different states. Our stay was during the end of September 2024. This house has ample room both in bedrooms and living space. Super views even with leaves on the trees. We would return to this house."
Large multi-family ski home located on the slopes of Sugarbush Resort
Caboose Tiny Home on river with hot tub near Stowe

Caboose Tiny Home on river with hot tub near Stowe

9.8 out of 10, Exceptional, (8)
"."
Caboose Tiny Home on river with hot tub near Stowe
New! Vermont modern farmhouse in Stowe Village
Entry, Patio, parking area

New! Vermont modern farmhouse in Stowe Village

10.0 out of 10, Exceptional, (66)
"Beautiful property, everything was there that you could possibly need. Very comfortable beds , everyone slept very well . The house was beautifully decorated , loved all the attention to detail. Always love visiting Stowe, house is very close to everything and we would definitely come back! visitors "
New! Vermont modern farmhouse in Stowe Village
Cozy, Dog-Friendly Home w/ a Large Yard plus Free WiFi & a Private Washer/Dryer

Cozy, Dog-Friendly Home w/ a Large Yard plus Free WiFi & a Private Washer/Dryer

8.0 out of 10, Very Good, (34)
"Highly recommended "
Cozy, Dog-Friendly Home w/ a Large Yard plus Free WiFi & a Private Washer/Dryer
#332 | Inside The Lodge At Spruce Peak | Ski in Ski Out | 3rd Floor Big Mountain Views

#332 | Inside The Lodge At Spruce Peak | Ski in Ski Out | 3rd Floor Big Mountain Views

9.8 out of 10, Exceptional, (69)
"This space was perfect for visiting Stowe in the fall! The property is fantastic, there is so much to do you'd never have to leave. You are very close to Stowe which has wonderful restaurants, bars, coffee shops, and more. We will definitely be coming back here again soon! Oh, and the view from this room was spectacular! "
#332 | Inside The Lodge At Spruce Peak | Ski in Ski Out | 3rd Floor Big Mountain Views
Cozy A-frame with loft, deck and easy ski access

Cozy A-frame with loft, deck and easy ski access

7.6 out of 10, Good, (7)
"The property had plenty of space for our group. I would suggest some steps be put in and some more care be spent on snow removal but we had fun sliding downhill to the entrance."
The price is SAR 345
SAR 1,885 total
includes taxes & fees
24 Nov - 25 Nov
Cozy A-frame with loft, deck and easy ski access
Dog-friendly home with great backyard - walk to shuttle, shops & restaurants

Dog-friendly home with great backyard - walk to shuttle, shops & restaurants

8.0 out of 10, Very Good, (19)
"Great location for the trip my college friends and I planned."
Dog-friendly home with great backyard - walk to shuttle, shops & restaurants
Riverside House, 10 mins to Ski, Walk to Rec Path, Restaurants & Breweries
Outside Fire Pit

Riverside House, 10 mins to Ski, Walk to Rec Path, Restaurants & Breweries

9.6 out of 10, Exceptional, (8)
"The property was comfortable and well equipped. The host was great to deal with and we thought the location was great as well."
Riverside House, 10 mins to Ski, Walk to Rec Path, Restaurants & Breweries
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Chef stove ready for any amazing meal you can make!

Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!

9.8 out of 10, Exceptional, (26)
"A quaint cozy lodge! The kitchen had everything I needed to whip up a few meals. Everything was clean and cozy. Definitely go to the whammy bar for dinner if you stay here! Best meals of our whole trip were from the guest chefs. "
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Edson Hill- 5 acres, Dogs/ Views/ Pond /Sledding/ Pingpong and Air hockey .
Sledding hill

Edson Hill- 5 acres, Dogs/ Views/ Pond /Sledding/ Pingpong and Air hockey .

10.0 out of 10, Exceptional, (56)
"Beautiful views. Well stocked house wonderful host!!"
Edson Hill- 5 acres, Dogs/ Views/ Pond /Sledding/ Pingpong and Air hockey .
Light-filled retreat in Mad River Valley with internet & deck

Light-filled retreat in Mad River Valley with internet & deck

10.0 out of 10, Exceptional, (2)
"This home is the perfect place to escape the busy lifestyle of every day life. To relax and reset."
The price is SAR 612
SAR 2,062 total
includes taxes & fees
24 Nov - 25 Nov
Light-filled retreat in Mad River Valley with internet & deck
Ten Springs Farm - Vermont farm house near skiing, hiking, biking.
Exterior

Ten Springs Farm - Vermont farm house near skiing, hiking, biking.

9.8 out of 10, Exceptional, (15)
"We truly enjoyed our stay at Ten Spring Farm. The house was lovely and had everything we needed. It was also nicely situated from Burlington and other fun VT attractions. "
Ten Springs Farm - Vermont farm house near skiing, hiking, biking.
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
NEW! Studio Loft in Stowe Hollow
Room

NEW! Studio Loft in Stowe Hollow

10.0 out of 10, Exceptional, (128)
"The loft space was so perfect. There was a separate building from the main house and it was clean, nicely decorated and had everything you could need. The owners were very nice and checked in on us after arrival. It was close to town, about a five minute drive and was situated on a beautiful property. It was pet friendly and we brought out dog, the owners left out treats for her. I would recommend this to anyone who visits the area. "
The price is SAR 375
SAR 730 total
includes taxes & fees
24 Nov - 25 Nov
NEW! Studio Loft in Stowe Hollow
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 SAR 859
SAR 1,192 total
includes taxes & fees
23 Nov - 24 Nov
Smugglers' Notch 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.