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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Middlesex vacation rentals

Smart TV

1. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (29 reviews)
"No one ever greeted us except the dogs but everything else was very good including useful kitchen goods. Bathroom door needs to be lubricanted."
United States
Michael
The price is AED 413
AED 673 total
includes taxes & fees
17 Aug - 18 Aug
Brand New Cabin On Working Farm
Property grounds

2. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (22 reviews)
"Place was super cute and they let me bring my dog!"
United States
Sharyn and Kiersten v.
The price is AED 455
AED 773 total
includes taxes & fees
1 Sep - 2 Sep
Cozy 1-bedroom loft apartment in lovely Duxbury
Exterior

3. The Cider Loft

The Cider Loft
Waterbury
8.2 out of 10, Very Good, (19 reviews)
"The location was very close to Stowe Mountain, which made our stay very convenient to us. "
United States
Shain G.
The price is AED 420
AED 898 total
includes taxes & fees
25 Aug - 26 Aug
The Cider Loft
Iron/ironing board, WiFi (free), bed sheets

4. Vintage farmhouse studio with on-site hot tub - near year-round recreation

Vintage farmhouse studio with on-site hot tub - near year-round recreation
Waterbury
9.0 out of 10, Wonderful, (33 reviews)
"Just why we needed for the night. Great location. "
United States
James A.
The price is AED 251
AED 857 total
includes taxes & fees
18 Aug - 19 Aug
Vintage farmhouse studio with on-site hot tub - near year-round recreation
Property grounds

5. 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, (61 reviews)
"Very peaceful setting! Love the chairs on the back deck, looking out onto the yard. Everything was clean and well kept. Check-in was effortless. I would definitely stay here again."
United States
Heather
The price is AED 360
AED 745 total
includes taxes & fees
18 Aug - 19 Aug
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Outdoor dining

6. Mountain Cabin Bordering State Park. Hiking, Private. Special Place, Great View!

Mountain Cabin Bordering State Park. Hiking, Private. Special Place, Great View!
Duxbury
9.8 out of 10, Exceptional, (35 reviews)
"Excellent stay at a very nice secluded cozy cabin. Very clean, fireplace was very warm and inviting. Host gave great local recommendations. Highly recommend"
United States
Brian D.
The price is AED 694
AED 1,242 total
includes taxes & fees
14 Aug - 15 Aug
Mountain Cabin Bordering State Park. Hiking, Private. Special Place, Great View!
2 bedrooms, travel crib, WiFi, bed sheets

7. 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, (50 reviews)
"Excellent Location ! "
United States
Luke A.
The price is AED 564
AED 1,297 total
includes taxes & fees
16 Aug - 17 Aug
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Coffee/tea maker, fridge, microwave, oven

8. 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, (12 reviews)
"This was a great house for my family with adult children. It was easy to get to the places we had planned to visit."
United States
Dianne
The price is AED 749
AED 2,324 total
includes taxes & fees
31 Aug - 1 Sep
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Exterior

9. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (200 reviews)
"Great property with all the things you need for a comfortable stay."
United States
Dean
The price is AED 551
AED 946 total
includes taxes & fees
24 Aug - 25 Aug
NEW! Studio Loft in Stowe Hollow
1 bedroom, iron/ironing board, WiFi, bed sheets

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
8.8 out of 10, Excellent, (9 reviews)
"Place is great quiet comfy clean and so well equipped if available would definitely stay again"
United States
Brian
The price is AED 364
AED 946 total
includes taxes & fees
13 Aug - 14 Aug
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
1 Bedroom King Bed with Hot Tub and Gas Fireplace | Living area | 50-inch TV with digital channels

11. Stowe Cabins in the Woods

Stowe Cabins in the Woods
2.5 star property
Waterbury Center
8.8 out of 10, Excellent, (308 reviews)
"We had a wonderful stay. The cabin was very clean and had all the comforts of home. The gas-fired fireplace kept us warm and cozy. The location is beautiful with tall trees and mountains all around. It's also close to many fun things to see and do. The hosts were very welcoming, friendly, and helpful.We will definitely return!"
United States
Judith A
The price is AED 1,056
AED 1,162 total
includes taxes & fees
8 Sep - 9 Sep
Stowe Cabins in the Woods
Coffee/tea maker, fridge, microwave, oven

12. 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, (58 reviews)
"Space was clean and surprisingly spacious. Fantastic location. Enjoyed spending some time on your lovely front porch as well. Thank you!"
United States
Eric H.
The price is AED 882
AED 2,088 total
includes taxes & fees
17 Aug - 18 Aug
Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
TV, books

13. All-season escape in a vintage farmhouse with updated interior & on-site hot tub

All-season escape in a vintage farmhouse with updated interior & on-site hot tub
Waterbury
9.0 out of 10, Wonderful, (37 reviews)
"The home was comfortable and convenient. The location was excellent."
United States
Amanda J.
The price is AED 289
AED 1,693 total
includes taxes & fees
17 Aug - 18 Aug
All-season escape in a vintage farmhouse with updated interior & on-site hot tub
Property grounds

14. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (45 reviews)
"Very cozy and easy check in!"
United States
Emily R.
Secluded retreat in the trees
Coffee/tea maker, fridge, microwave, oven

15. 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.
Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
Interior

16. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
The price is AED 189
AED 951 total
includes taxes & fees
17 Aug - 18 Aug
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
TV, offices

17. Luxury Living Space|Gorgeous Mountain Views

Luxury Living Space|Gorgeous Mountain Views
Stowe
9.8 out of 10, Exceptional, (39 reviews)
"Nice, clean place! Easy to get to and close to downtown Stowe. "
United States
Kellie B.
The price is AED 643
AED 1,168 total
includes taxes & fees
26 Aug - 27 Aug
Luxury Living Space|Gorgeous Mountain Views
Property grounds

18. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
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 AED 247
AED 1,301 total
includes taxes & fees
15 Aug - 16 Aug
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Smart TV

19. Four Season Condo: seasonal pool, ski, hike, bike & golf

Four Season Condo: seasonal pool, ski, hike, bike & golf
Warren
2.0 out of 10, (1 review)
"This hotel does not have air conditioning. Make sure you know that before you go! The room was kind of dirty and there were bugs in the bathroom. The pool was green and closed. I couldn’t really get help because no one worked there that we saw, and they never provided a front desk number."
United States
Marvin
The price is AED 351
AED 683 total
includes taxes & fees
13 Aug - 14 Aug
Four Season Condo: seasonal pool, ski, hike, bike & golf
Apartment, 2 Bedrooms | Private kitchen

20. Bridges Resort

Bridges Resort
2.0 star property
Warren
8.0 out of 10, Very Good, (27 reviews)
"close to the mountain"
United States
Brian Shultis
The price is AED 658
AED 1,443 total
includes taxes & fees
13 Aug - 14 Aug
Bridges 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.
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Top Middlesex Hotel Reviews

Tälta Lodge, A Bluebird by Lark

Tälta Lodge, A Bluebird by Lark

10/10 Excellent
"Clean quiet hotel. Good water pressure in the shower. Only issue was you had to lean on the bathroom door to get it to latch and pull hard on the door leading to the deck to get it to open."
Alfred 1-night trip
Posted 9 hours ago
Tälta Lodge, A Bluebird by Lark

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?

Cozy Stowe Retreat w/ Hot Tub for Families & Groups: Visitors like this Middlesex vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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. Stowe Mountain Resort and Ben and Jerry's Factory 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.