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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Middlesex vacation rentals

A picnic area with a wooden bench, green chairs, and a fire pit.

1. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (27 reviews)
"Cozy loft space with kitchen, bath and plenty of room."
United States
Beatriz
The price is AED 410
AED 673 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom loft apartment in lovely Duxbury
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

2. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (38 reviews)
"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."
United States
Kristen
The price is AED 413
AED 636 total
includes taxes & fees
10 Nov - 11 Nov
Brand New Cabin On Working Farm
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

3. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (6 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
The price is AED 359
AED 916 total
includes taxes & fees
12 Nov - 13 Nov
Countryside Cottage with Sauna and Fireplace
A bedroom with a bed, a white sofa, a wooden ceiling, and a painting on the wall.

4. Vintage farmhouse studio with on-site hot tub and mountain views

Vintage farmhouse studio with on-site hot tub and mountain views
Waterbury
9.0 out of 10, Wonderful, (35 reviews)
"Great spot, would stay again!"
United States
Kelly K.
The price is AED 433
AED 1,049 total
includes taxes & fees
10 Nov - 11 Nov
Vintage farmhouse studio with on-site hot tub and mountain views
A two-story red building with a black front door, white trim, and a Christmas wreath.

5. The Cider Loft

The Cider Loft
Waterbury
8.4 out of 10, Very good, (33 reviews)
"It was centrally located for the time we were visiting the area."
United States
Rose
The price is AED 301
AED 676 total
includes taxes & fees
19 Nov - 20 Nov
The Cider Loft
A cozy living room with a dark green sofa and a dining area with wooden chairs and a white table.

6. Stowe Cabins in the Woods

Stowe Cabins in the Woods
2.5 star property
Waterbury Center
8.8 out of 10, Excellent, (315 reviews)
"Love the layout of the cabin, felt comfortable and cozy."
United States
Jesus
The price is AED 845
AED 929 total
includes taxes & fees
10 Nov - 11 Nov
Stowe Cabins in the Woods
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

7. Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Duxbury
9.8 out of 10, Exceptional, (13 reviews)
"This home was just what we needed to rest our heads while on a long road trip with the family."
United States
Martin H.
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
A red barn with two white garage doors, a triangular roof, and a wreath on the front wall.

8. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (217 reviews)
"Great stay"
United States
Daniel
The price is AED 367
AED 677 total
includes taxes & fees
10 Nov - 11 Nov
NEW! Studio Loft in Stowe Hollow
A modern kitchen with a marble island, stainless steel appliances, and wooden stools.

9. Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain

Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
Waterbury Village Historic District
8.8 out of 10, Excellent, (60 reviews)
"We cancelled our reservation due to some cleanliness issues. The owner was grateful they were brought to his attention and he was very responsive. He indicated they will be addressed. Bedroom is very small. Better for children."
United States
Daniel
The price is AED 735
AED 1,789 total
includes taxes & fees
15 Nov - 16 Nov
Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

10. One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Barre
9.0 out of 10, Wonderful, (13 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is AED 364
AED 892 total
includes taxes & fees
10 Nov - 11 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

11. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (53 reviews)
"Excellent Location ! "
United States
Luke A.
The price is AED 670
AED 1,355 total
includes taxes & fees
16 Nov - 17 Nov
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A stack of firewood on a metal rack outside a building.

12. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (62 reviews)
"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."
United States
April A.
The price is AED 382
AED 749 total
includes taxes & fees
10 Nov - 11 Nov
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A spacious kitchen with wooden cabinets, a large island, and a hanging light fixture.

13. 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 AED 432
AED 1,862 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
A spacious living area with a wooden ceiling, a dining table with chairs, a sofa, a TV mounted on the wall, and a kitchen area with a sink and cabinets.

14. Luxury Living Space|Gorgeous Mountain Views

Luxury Living Space|Gorgeous Mountain Views
Stowe
9.6 out of 10, Exceptional, (44 reviews)
"There was an issue with the door lock and the host had it fixed within the day, so that was nice."
United States
Daniel
The price is AED 566
AED 1,024 total
includes taxes & fees
10 Nov - 11 Nov
Luxury Living Space|Gorgeous Mountain Views
A room with a sloped ceiling, large windows, two armchairs, a small round table with a plant, and a white door.

15. Renovated Condo in Luxury Neighborhood

Renovated Condo in Luxury Neighborhood
Stowe
9.6 out of 10, Exceptional, (35 reviews)
"Clean, easy check in and good communication "
United States
Patti C.
The price is AED 566
AED 1,024 total
includes taxes & fees
10 Nov - 11 Nov
Renovated Condo in Luxury Neighborhood
A living room with a sofa, a coffee table, a TV, and a ceiling fan.

16. Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views

Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
3.0 star property
Richmond
The price is AED 301
AED 818 total
includes taxes & fees
10 Nov - 11 Nov
Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
A spacious living room with a large gray sectional sofa, a wooden coffee table, and a dining area with a table and chairs.

17. Updated Rustic Vermont Style Condo in Heart of Stowe

Updated Rustic Vermont Style Condo in Heart of Stowe
Stowe
8.8 out of 10, Excellent, (40 reviews)
"Great place!"
United States
Lori
The price is AED 602
AED 1,065 total
includes taxes & fees
10 Nov - 11 Nov
Updated Rustic Vermont Style Condo in Heart of Stowe
A spacious loft with a high ceiling, skylights, a living area with sofas, a dining table, and a staircase leading to an upper level.

18. Updated vintage farmhouse unit with on-site hot tub near Stowe

Updated vintage farmhouse unit with on-site hot tub near Stowe
Waterbury
9.0 out of 10, Wonderful, (40 reviews)
"The home was comfortable and convenient. The location was excellent."
United States
Amanda J.
The price is AED 498
AED 1,847 total
includes taxes & fees
10 Nov - 11 Nov
Updated vintage farmhouse unit with on-site hot tub near Stowe
A two-story house with a red door, a covered porch, and a well-maintained lawn.

19. Stowe retreat with king bed and futon near Stowe Mountain Resort

Stowe retreat with king bed and futon near Stowe Mountain Resort
West Branch
8.8 out of 10, Excellent, (84 reviews)
"A very nicely designed space over a pub that was a little noisy on a Friday night stay. A Nice overall setting though ."
United States
peter
The price is AED 412
AED 1,283 total
includes taxes & fees
20 Nov - 21 Nov
Stowe retreat with king bed and futon near Stowe Mountain Resort
A modern kitchen with a dining area, featuring a wooden table set for four, a stove, and a sink.

20. 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 AED 437
AED 1,171 total
includes taxes & fees
17 Nov - 18 Nov
Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
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

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

10/10 Excellent
"Wonderful place with a great room! Super friendly staff and a 3-4 minute drive to Stowe's Main St."
Nathan 1-night trip
Posted 13 hours ago
Bluebird Cady Hill Lodge

Frequently asked questions

Can I find vacation rentals in Middlesex?

Yes, we offer vacation rentals close to the most popular attractions in Middlesex, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental in Middlesex?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: Visitors like this Middlesex vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Middlesex?

Expedia has 3 vacation rentals for your stay in Middlesex.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Vermont Ski Museum, or get out into nature at a spot like Mad River Valley. Ben and Jerry's Factory and Vermont State House are a couple of places you'll find in the larger area.

What are vacation rentals like in Middlesex?

Vacation rentals are privately owned properties you can reserve for several days or longer in Middlesex. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.