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Middlesex Vacation Rentals

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Middlesex vacation homes

A spacious kitchen with wooden cabinets, a large island, and a hanging light fixture.

1. Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Moretown
10.0 out of 10, Exceptional, (16 reviews)
"Very nice property with lots of amenities, convenient location, and excellent communication with host. "
United States
CAROLYN M.
The price is CA $168
CA $721 total
includes taxes & fees
Dec 1 - Dec 2
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
A modern kitchen with a dining area, featuring a wooden table set for four, a stove, and a sink.

2. Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"

Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
Lower Village
9.2 out of 10, Wonderful, (14 reviews)
"Clean, easy to access and was as described. About a 15 minute drive to Stowe. We enjoyed and would stay again if we return. "
United States
Stephanie A.
The price is CA $173
CA $435 total
includes taxes & fees
Nov 9 - Nov 10
Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
A modern, multi-story building with a dark exterior, surrounded by dense forest.

3. The Black House | Modern Stowe Mountain Retreat

The Black House | Modern Stowe Mountain Retreat
Lower Village
10.0 out of 10, Exceptional, (1 review)
"My first time in Stowe, and wow, the drive and fall season are absolutely stunning! Plus, I’m staying in this adorable place with a huge kitchen that has a lovely view! The beds were a bit unique, with steps to get in, which I’d never seen before, but my family and I slept very well! I’d definitely recommend staying here again!"
United States
Melody Legera
The price is CA $177
CA $596 total
includes taxes & fees
Nov 16 - Nov 17
The Black House | Modern Stowe Mountain Retreat
A house with a white exterior, a red roof, and a large front window.

4. Shaw Hill House Stowe | Indoor Fireplace, Backyard

Shaw Hill House Stowe | Indoor Fireplace, Backyard
Stowe
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, great location, host very responsive, pet friendly. As good as you could ask for!"
United States
Mark M.
The price is CA $259
CA $916 total
includes taxes & fees
Nov 8 - Nov 9
Shaw Hill House Stowe | Indoor Fireplace, Backyard
A cozy living room with a fireplace, a large sofa, and a kitchen area in the background.

5. Bear Perch | Nordic Design, Nature Escape in Stowe

Bear Perch | Nordic Design, Nature Escape in Stowe
Lower Village
The price is CA $253
CA $661 total
includes taxes & fees
Dec 1 - Dec 2
Bear Perch | Nordic Design, Nature Escape in Stowe
A room with a large window overlooking a forest in autumn.

6. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (51 reviews)
"It was perfect for my trip to central VT."
United States
Lyra F.
The price is CA $76
CA $351 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful home located in the Mad River Valley
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden ceiling.

7. Vermont Cedar Cottage | Fireplace & Pond Views

Vermont Cedar Cottage | Fireplace & Pond Views
Lower Village
The price is CA $328
CA $714 total
includes taxes & fees
Dec 1 - Dec 2
Vermont Cedar Cottage | Fireplace & Pond Views
A wooden interior with a dining area, sofa, and a fireplace.

8. Fox Perch | Nordic Design, Nature Escape in Stowe

Fox Perch | Nordic Design, Nature Escape in Stowe
Lower Village
The price is CA $271
CA $684 total
includes taxes & fees
Dec 1 - Dec 2
Fox Perch | Nordic Design, Nature Escape in Stowe
A rustic cabin with a dirt path leading to it, surrounded by autumn foliage.

9. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
The price is CA $76
CA $342 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful home located in the Mad River Valley
A modern kitchen with a central island, bar stools, pendant lighting, a refrigerator, and a tiled backsplash.

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

Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Calais
9.8 out of 10, Exceptional, (46 reviews)
"This house was amazing! Rustic feel, up to date amenities. We loved it and will be back! Thank you!"
United States
DeAnn
The price is CA $279
CA $664 total
includes taxes & fees
Dec 1 - Dec 2
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
A rustic cabin with a dirt path leading to it, surrounded by autumn foliage.

11. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
The price is CA $76
CA $342 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful home located in the Mad River Valley
A modern interior with a wooden ceiling, a living area with a sofa, a dining table, and a fireplace.

12. Fox Hearth | Nordic Barn, Stowe Nature Escape

Fox Hearth | Nordic Barn, Stowe Nature Escape
Lower Village
10.0 out of 10, Exceptional, (1 review)
"The check in process was clunky but overall stay was good."
United States
Matt S.
The price is CA $336
CA $796 total
includes taxes & fees
Nov 10 - Nov 11
Fox Hearth | Nordic Barn, Stowe Nature Escape
A log cabin interior with a stone fireplace, a sofa set, a round table, and a large window offering a view of the outdoors.

13. Ridge House - Modern Log Home Nestled on top of a Private Mountain

Ridge House - Modern Log Home Nestled on top of a Private Mountain
Waitsfield
10.0 out of 10, Exceptional, (18 reviews)
"Great!!!"
United States
Steve B.
The price is CA $230
CA $1,302 total
includes taxes & fees
Nov 12 - Nov 13
Ridge House - Modern Log Home Nestled on top of a Private Mountain
A deck with chairs overlooking a mountainous landscape.

14. Gorgeous Mountain Home Near Mad River Glen

Gorgeous Mountain Home Near Mad River Glen
Fayston
10.0 out of 10, Exceptional, (18 reviews)
"Stuga was a great find for our extended family. The house was recently renovated and in addition to high-end finishes, everything had been updated, so the place felt clean, comfortable, and well-appointed."
United States
Nerissa B.
Gorgeous Mountain Home Near Mad River Glen
A two-story yellow house with a porch, a front door, and a small front yard.

15. Charming Vermont Farmhouse in Mad River Valley

Charming Vermont Farmhouse in Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (1 review)
"Fantastic space with a very cool Vermont-y vibe. I stayed in a King Room with and En Suite. Bed was very comfortable. Erika & Dylan are fantastic hosts. Will definitely be staying again when I am in the MRV!"
United States
BrianS
The price is CA $1,146
CA $2,098 total
includes taxes & fees
Nov 12 - Nov 13
Charming Vermont Farmhouse in Mad River Valley
A spacious living area with a fireplace, a curved staircase, and large windows offering views of the outdoors.

16. The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (7 reviews)
"Gorgeous house in amazing location!"
United States
Brian S.
The price is CA $338
CA $1,714 total
includes taxes & fees
Nov 8 - Nov 9
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
A modern black building with multiple windows, surrounded by trees.

17. Stowe River Retreat | 4BR Sauna & Mountain Views

Stowe River Retreat | 4BR Sauna & Mountain Views
Lower Village
The price is CA $559
CA $1,419 total
includes taxes & fees
Nov 11 - Nov 12
Stowe River Retreat | 4BR Sauna & Mountain Views
A kitchen with wooden beams, a central island, and a view of a snowy outdoor area.

18. End-of-the-road Moretown retreat with VAST trail access from the porch

End-of-the-road Moretown retreat with VAST trail access from the porch
Fayston
10.0 out of 10, Exceptional, (5 reviews)
"Enjoyed the comfortable home. Had just about everything we needed for our stay. Loved the location and the view was great. Close to things we wanted to do and see."
United States
Anonymous traveller
The price is CA $496
CA $1,122 total
includes taxes & fees
Nov 8 - Nov 9
End-of-the-road Moretown retreat with VAST trail access from the porch
A modern living room with a large window overlooking a forested mountain landscape.

19. Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "
United States
Jeff C.
The price is CA $224
CA $1,350 total
includes taxes & fees
Nov 11 - Nov 12
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
A wooden cabin interior with a staircase leading to a balcony, large windows, and a view of a snowy forest.

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

Large multi-family ski home located on the slopes of Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (31 reviews)
"The skiing was fantastic. Thanks for a great stay."
United States
James K.
The price is CA $186
CA $1,212 total
includes taxes & fees
Nov 30 - Dec 1
Large multi-family ski home located on the slopes of Sugarbush 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.
View all properties

Learn more about Middlesex

Nestled in Vermont's scenic landscape, Middlesex serves as an ideal base for exploring the charming Mad River Valley and taking the famous Ben and Jerry's Factory tour. Winter visitors can hit the slopes at nearby Bolton Valley Ski Area, while summer travellers shouldn't miss the Vermont State House and refreshing stops at Cold Hollow Cider Mill.

See all hotels in Middlesex
A red building with a snow-covered roof and a sign that reads "Mountain View Inn."
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Top reviews in Middlesex

A greenhouse with a glass roof, surrounded by a grassy area with benches and potted plants.
Best Western Plus Waterbury - Stowe

Best Western Plus Waterbury - Stowe

Best Western Plus Waterbury - Stowe
Waterbury

10/10 Excellent

Super !!!! Breakfast awesome !!!! Service great !!!!
Canada
Diane
Reviewed September 11, 2026
Best Western Plus Waterbury - Stowe

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