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

Middlesex Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 two-story red building with a black front door, white trim, and a Christmas wreath.

1. 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 SAR 415
SAR 851 total
includes taxes & fees
17 Nov - 18 Nov
The Cider Loft
A picnic area with a wooden bench, green chairs, and a fire pit.

2. 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 SAR 405
SAR 673 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom loft apartment in lovely Duxbury
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 SAR 367
SAR 961 total
includes taxes & fees
16 Nov - 17 Nov
Countryside Cottage with Sauna and Fireplace
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

4. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (39 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 SAR 422
SAR 649 total
includes taxes & fees
19 Nov - 20 Nov
Brand New Cabin On Working Farm
A bedroom with a bed, a white sofa, a wooden ceiling, and a painting on the wall.

5. 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, (36 reviews)
"Great spot, would stay again!"
United States
Kelly K.
The price is SAR 443
SAR 1,116 total
includes taxes & fees
27 Nov - 28 Nov
Vintage farmhouse studio with on-site hot tub and mountain views
A red barn with two white garage doors, a triangular roof, and a wreath on the front wall.

6. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (219 reviews)
"Great stay"
United States
Daniel
The price is SAR 375
SAR 687 total
includes taxes & fees
17 Nov - 18 Nov
NEW! Studio Loft in Stowe Hollow
A spacious living room with a wooden floor, a dining area with a table and chairs, a sofa with patterned cushions, and a television on a stand.

7. Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly

Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly
Morristown
9.2 out of 10, Wonderful, (53 reviews)
"Wonderful location for 3 of us and our dog, and various visits in the area. Beds were super comfy. Layout was just perfect. A full kitchen is such a plus. We would not hesitate to book again!"
United States
Rita H.
The price is SAR 274
SAR 764 total
includes taxes & fees
16 Nov - 17 Nov
Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly
A cozy living room with a dark green sofa and a dining area with wooden chairs and a white table.

8. 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 SAR 863
SAR 950 total
includes taxes & fees
16 Nov - 17 Nov
Stowe Cabins in the Woods
A stack of firewood on a metal rack outside a building.

9. 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 SAR 390
SAR 765 total
includes taxes & fees
16 Nov - 17 Nov
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

10. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
9.0 out of 10, Wonderful, (24 reviews)
"Enjoyable stay"
United States
Eric W.
The price is SAR 217
SAR 974 total
includes taxes & fees
16 Nov - 17 Nov
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
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.

11. 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 SAR 443
SAR 852 total
includes taxes & fees
16 Nov - 17 Nov
Luxury Living Space|Gorgeous Mountain Views
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

12. 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 SAR 372
SAR 912 total
includes taxes & fees
16 Nov - 17 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
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.
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
A room with a sloped ceiling, large windows, two armchairs, a small round table with a plant, and a white door.

14. 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 SAR 443
SAR 852 total
includes taxes & fees
6 Dec - 7 Dec
Renovated Condo in Luxury Neighborhood
A two-story house with a red door, a covered porch, and a well-maintained lawn.

15. 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 SAR 421
SAR 1,300 total
includes taxes & fees
16 Nov - 17 Nov
Stowe retreat with king bed and futon near Stowe Mountain Resort
A modern kitchen with a marble island, stainless steel appliances, and wooden stools.

16. 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 SAR 751
SAR 1,828 total
includes taxes & fees
16 Nov - 17 Nov
Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

17. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
The price is SAR 350
SAR 1,196 total
includes taxes & fees
16 Nov - 17 Nov
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

18. 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 SAR 685
SAR 1,385 total
includes taxes & fees
16 Nov - 17 Nov
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A wooden deck with a view of a forested mountain range.

19. The Bridges condo with forested views, three pools and two saunas

The Bridges condo with forested views, three pools and two saunas
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
The price is SAR 283
SAR 1,314 total
includes taxes & fees
16 Nov - 17 Nov
The Bridges condo with forested views, three pools and two saunas
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

20. Light-filled Bridges condo overlooking the mountains, by the free shuttle

Light-filled Bridges condo overlooking the mountains, by the free shuttle
Warren
8.8 out of 10, Excellent, (21 reviews)
"Great location and amenities. "
United States
Scott H.
The price is SAR 283
SAR 1,205 total
includes taxes & fees
16 Nov - 17 Nov
Light-filled Bridges condo overlooking the mountains, by the free shuttle
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Comfort Inn & Suites Montpelier-Berlin

Comfort Inn & Suites Montpelier-Berlin

10/10 Excellent
"Excellent customer service! Lots of snack/drink options in lobby. Breakfast was good. Room was immaculate. The staff was amazing. My daughter left her stuffed bunny in our room and the promptly shipped it to us."
Kristin 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Montpelier-Berlin

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.