An aerial view of a rural area with autumn-colored trees, a river, and scattered houses.

Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middlesex vacation homes

A kitchen with wooden beams, a central island, and a view of a snowy outdoor area.

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

Light-filled retreat in Mad River Valley with internet & deck
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 $232
CA $837 total
includes taxes & fees
Sep 11 - Sep 12
Light-filled retreat in Mad River Valley with internet & deck
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, (12 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 $172
CA $394 total
includes taxes & fees
Sep 14 - Sep 15
Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
A room with a large window overlooking a forest in autumn.

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (47 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
A modern, multi-story building with a dark exterior, surrounded by dense forest.

4. The Black House | Modern Stowe Mountain Retreat

The Black House | Modern Stowe Mountain Retreat
Lower Village
The price is CA $201
CA $497 total
includes taxes & fees
Sep 8 - Sep 9
The Black House | Modern Stowe Mountain Retreat
A kitchen with white cabinets, stainless steel appliances, a wooden countertop, and a window above the sink.

5. Shaw Hill House Stowe | Indoor Fireplace, Backyard

Shaw Hill House Stowe | Indoor Fireplace, Backyard
Stowe
The price is CA $235
CA $749 total
includes taxes & fees
Sep 7 - Sep 8
Shaw Hill House Stowe | Indoor Fireplace, Backyard
A spacious kitchen with wooden beams, a central island, bar stools, and a dining table with chairs.

6. Secluded Mad River Valley Home with Hot Tub

Secluded Mad River Valley Home with Hot Tub
Waitsfield
The price is CA $172
CA $969 total
includes taxes & fees
Sep 7 - Sep 8
Secluded Mad River Valley Home with Hot Tub
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

7. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A log cabin interior with a stone fireplace, a sofa set, a round table, and a large window offering a view of the outdoors.

8. 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, (17 reviews)
"A gorgeous house, well designed, incredibly comfortable & perfectly appointed. Responsive staff at the mgmt company too. We will be back!"
United States
lauren m.
Ridge House - Modern Log Home Nestled on top of a Private Mountain
A room with a large window overlooking a deck with two chairs and a table.

9. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (43 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
A deck with chairs overlooking a mountainous landscape.

10. Gorgeous Mountain Home Near Mad River Glen

Gorgeous Mountain Home Near Mad River Glen
Fayston
10.0 out of 10, Exceptional, (17 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.
The price is CA $202
CA $998 total
includes taxes & fees
Sep 10 - Sep 11
Gorgeous Mountain Home Near Mad River Glen
A two-story house with a porch, green shutters, and a brick chimney.

11. Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable, well equipped, beautiful location. Hope to return."
United States
Sara O.
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
A modern kitchen with wooden cabinets, a central island with stools, stainless steel appliances, and large windows offering a view of the outdoors.

12. Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"This was a great home for our family gathering. There is space for everyone and the location is stunning. We enjoyed ourselves very much."
United States
Shenaugh K.
The price is CA $203
CA $1,164 total
includes taxes & fees
Sep 9 - Sep 10
Beautiful Country Home with Hot Tub & Pool Table
A large, single-story building with a sloped roof, surrounded by snow-covered ground and trees.

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

Fox Perch | Nordic Design, Nature Escape in Stowe
Lower Village
The price is CA $292
CA $629 total
includes taxes & fees
Sep 14 - Sep 15
Fox Perch | Nordic Design, Nature Escape in Stowe
A patio area with a table and chairs, a wooden deck, and a building in the background.

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

Bear Perch | Nordic Design, Nature Escape in Stowe
Lower Village
The price is CA $313
CA $656 total
includes taxes & fees
Sep 8 - Sep 9
Bear Perch | Nordic Design, Nature Escape in Stowe
A wooden deck leading to a cabin with a stone foundation, surrounded by a forest with autumn foliage.

15. Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful ski house close to the mountain and a great house layout for young children / families!"
United States
Heather Bello T.
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
A spacious living area with a wooden ceiling, large windows offering a view of green hills, a leather sofa, and a dining table with chairs.

16. Experience the ultimate Vermont mountain getaway in this spacious 4-bedroom home located right at Sugarbush Resort. Ski-in/ski-out on the mountain, stunning mountain views, and a private sauna, this home is the perfect base for year round escapes.

Experience the ultimate Vermont mountain getaway in this spacious 4-bedroom home located right at Sugarbush Resort. Ski-in/ski-out on the mountain, stunning mountain views, and a private sauna, this home is the perfect base for year round escapes.
Warren
The price is CA $168
CA $973 total
includes taxes & fees
Sep 10 - Sep 11
Experience the ultimate Vermont mountain getaway in this spacious 4-bedroom home located right at Sugarbush Resort. Ski-in/ski-out on the mountain, stunning mountain views, and a private sauna, this home is the perfect base for year round escapes.
A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

17. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
9.8 out of 10, Exceptional, (10 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
The price is CA $196
CA $897 total
includes taxes & fees
Sep 7 - Sep 8
Top of the Hill Modern Retreat
A rustic cabin surrounded by autumn foliage.

18. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

19. 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.
Beautiful home located in the Mad River Valley
A two-story building with a snow-covered roof, surrounded by bare trees and a clear sky.

20. Fox Hearth | Nordic Barn, Stowe Nature Escape

Fox Hearth | Nordic Barn, Stowe Nature Escape
Lower Village
The price is CA $382
CA $747 total
includes taxes & fees
Sep 9 - Sep 10
Fox Hearth | Nordic Barn, Stowe Nature Escape
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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Top Middlesex Hotel Reviews

Tälta Lodge, A Bluebird by Lark

Tälta Lodge, A Bluebird by Lark

10/10 Excellent
"Lovely little place to stay!"
Jean-Christophe 2-night trip
Posted less than an hour ago
Tälta Lodge, A Bluebird by Lark

Find out more about Middlesex

Middlesex Vacation Homes information

Number of reviews
236
Accommodation
598 Vacation Homes
Lowest Price
CA $394
Highest Price
CA $1,199

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