Middlesex Vacation Home Rentals from CA $76: Search Top Private Vacation Homes for Rent

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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

Moretown

CAROLYN M.

CA $719 total

includes taxes & fees

Dec 1 - Dec 2

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!"

Lower Village

Stephanie A.

CA $449 total

includes taxes & fees

Nov 17 - Nov 18

A modern, multi-story building with a dark exterior, surrounded by dense forest.

3. The Black House | Modern Stowe Mountain Retreat

Lower Village

Melody Legera

CA $594 total

includes taxes & fees

Nov 10 - Nov 11

A room with a large window overlooking a forest in autumn.

4. Beautiful home located in the Mad River Valley

Warren

Lyra F.

CA $351 total

includes taxes & fees

Nov 9 - Nov 10

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

Lower Village

CA $640 total

includes taxes & fees

Nov 30 - Dec 1

A wooden interior with a dining area, sofa, and a fireplace.

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

Lower Village

CA $656 total

includes taxes & fees

Nov 30 - Dec 1

A house with a white exterior, a red roof, and a large front window.

7. Shaw Hill House Stowe | Indoor Fireplace, Backyard

Stowe

Mark M.

CA $924 total

includes taxes & fees

Nov 9 - Nov 10

A rustic cabin with a dirt path leading to it, surrounded by autumn foliage.

8. Beautiful home located in the Mad River Valley

Warren

Sloan S.

CA $342 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with grey cabinets, stainless steel appliances, and a wooden ceiling.

9. Vermont Cedar Cottage | Fireplace & Pond Views

Lower Village

CA $681 total

includes taxes & fees

Nov 30 - Dec 1

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!

Calais

DeAnn

CA $669 total

includes taxes & fees

Dec 1 - Dec 2

11. Beautiful home located in the Mad River Valley

Warren

Allie T.

CA $342 total

includes taxes & fees

Nov 11 - Nov 12

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

Lower Village

Matt S.

CA $770 total

includes taxes & fees

Nov 10 - Nov 11

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

Waitsfield

Steve B.

CA $1,312 total

includes taxes & fees

Nov 12 - Nov 13

A two-story yellow house with a porch, a front door, and a small front yard.

14. Charming Vermont Farmhouse in Mad River Valley

Waitsfield

BrianS

CA $2,136 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Fayston

Anonymous traveller

CA $1,137 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a leather sofa, a coffee table, and a TV mounted on the wall.

16. Townhouse on the Stowe Recreation Path with private hot tub and sundeck

Stowe

Robert D.

CA $856 total

includes taxes & fees

Nov 25 - Nov 26

A modern black building with multiple windows, surrounded by trees.

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

Lower Village

CA $1,423 total

includes taxes & fees

Nov 11 - Nov 12

A wooden cabin interior with a staircase leading to a balcony, large windows, and a view of a snowy forest.

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

Warren

James K.

CA $1,212 total

includes taxes & fees

Nov 30 - Dec 1

A cozy living room with a wood-burning stove, wooden floors, and a stone fireplace surround.

19. Spacious Stowe Home- 10 Min to Stowe Mtn Resort · Sauna & Woodstove

Stowe

Ryan T.

CA $1,295 total

includes taxes & fees

Nov 16 - Nov 17

A room with a large window overlooking a deck with two chairs and a table.

20. Luxurious Vermont home minutes from Sugarbush Resort

Warren

Noah S.

CA $1,344 total

includes taxes & fees

Nov 24 - Nov 25

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."

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

Waterbury

10/10 Excellent

Diane

Four bottles of Paul Mitchell hair care products on a bathroom counter.

Fairfield Inn & Suites by Marriott Waterbury Stowe

Waterbury

10/10 Excellent

Dan

A large, multi-story hotel with a prominent entrance, a balcony, and a well-lit facade.

Old Stagecoach Inn

Waterbury

10/10 Excellent

Andrew

A row of Adirondack chairs in a lush green field with a backdrop of mist-covered hills and a purple sky.

Mad River Inn

Waitsfield

10/10 Excellent

Oliva

A large, two-story house with a front porch and a well-maintained lawn.

The Inn at Montpelier

Montpelier Historic District

10/10 Excellent

Doug

A traditional chalet-style building with a Swiss flag, surrounded by lush greenery and a wooden fence.

Innsbruck Inn at Stowe

Stowe

10/10 Excellent

Lukasz

A two-story building with a porch, outdoor seating, and flags.

Green Trails Inn

Brookfield

10/10 Excellent

Corrie

A cozy living room with a brick fireplace, green ottomans, a TV, and a dining area with chairs and a table.

Butler House

Stowe Village Historic District

10/10 Excellent

We had an amazing time at the Butler House (specifically Suite #1 -- Sarah's Suite). The house is beautifully kept, the decor is very stylish, and the appliances are superb. Truly felt like a great value for the money. The location is great (right in the middle of Stowe), with a restaurant downstairs, and nearby coffee shop, general store, grocery store, restaurants, etc. Really wonderful time; highly recommend!

Al