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

Middlesex Vacation Rentals

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Our top choices for Middlesex vacation rentals

1. The Cider Loft

The Cider Loft
Waterbury
8.4 out of 10, Very good, (32 reviews)
"It was centrally located for the time we were visiting the area."
United States
Rose
The price is CA $107
CA $248 total
includes taxes & fees
Nov 9 - Nov 10
The Cider Loft

2. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (26 reviews)
"Place was super cute and they let me bring my dog!"
United States
Sharyn and Kiersten v.
The price is CA $156
CA $256 total
includes taxes & fees
Nov 3 - Nov 4
Cozy 1-bedroom loft apartment in lovely Duxbury

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 CA $149
CA $380 total
includes taxes & fees
Nov 8 - Nov 9
Countryside Cottage with Sauna and Fireplace

4. 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 CA $190
CA $718 total
includes taxes & fees
Nov 3 - Nov 4
Updated vintage farmhouse unit with on-site hot tub near Stowe

5. 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 CA $157
CA $243 total
includes taxes & fees
Nov 3 - Nov 4
Brand New Cabin On Working Farm

6. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (216 reviews)
"Great stay"
United States
Daniel
The price is CA $140
CA $257 total
includes taxes & fees
Nov 3 - Nov 4
NEW! Studio Loft in Stowe Hollow

7. Stowe Cabins in the Woods

Stowe Cabins in the Woods
2.5 star property
Waterbury Center
8.8 out of 10, Excellent, (314 reviews)
"Love the layout of the cabin, felt comfortable and cozy."
United States
Jesus
The price is CA $321
CA $354 total
includes taxes & fees
Nov 3 - Nov 4
Stowe Cabins in the Woods

8. 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 CA $157
CA $493 total
includes taxes & fees
Nov 3 - Nov 4
Stowe retreat with king bed and futon near Stowe Mountain Resort

9. Beautiful Family Home Central to Mad River Valley

Beautiful Family Home Central to Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic house and property in a beautiful area. We had a great stay and everything was wonderful."
United States
Greg L.
Beautiful Family Home Central to Mad River Valley

10. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Cool little place to stay"
United States
Dulan S.
Beautiful brand new cabin one minute from Sugarbush Resort

11. 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 CA $138
CA $340 total
includes taxes & fees
Nov 3 - Nov 4
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

12. Stowe Mountain View Apartment: 2BR, Balcony, Steps to Town

Stowe Mountain View Apartment: 2BR, Balcony, Steps to Town
Stowe
9.6 out of 10, Exceptional, (8 reviews)
"Great property. Loved the heater. Very clean and comfortable."
United States
Selena
The price is CA $194
CA $412 total
includes taxes & fees
Nov 3 - Nov 4
Stowe Mountain View Apartment: 2BR, Balcony, Steps to Town

13. 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)
"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 CA $145
CA $285 total
includes taxes & fees
Nov 3 - Nov 4
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

14. 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, (20 reviews)
"Great location and amenities. "
United States
Scott H.
The price is CA $106
CA $443 total
includes taxes & fees
Nov 3 - Nov 4
Light-filled Bridges condo overlooking the mountains, by the free shuttle

15. 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
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
The price is CA $81
CA $355 total
includes taxes & fees
Nov 3 - Nov 4
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

16. 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 CA $117
CA $422 total
includes taxes & fees
Nov 3 - Nov 4
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

17. 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 CA $165
CA $402 total
includes taxes & fees
Nov 3 - Nov 4
Vintage farmhouse studio with on-site hot tub and mountain views

18. 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 CA $215
CA $388 total
includes taxes & fees
Nov 5 - Nov 6
Luxury Living Space|Gorgeous Mountain Views

19. 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 CA $255
CA $519 total
includes taxes & fees
Nov 3 - Nov 4
Go Skiing or Hiking from an Enchanting, Light-Filled Home

20. 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, (52 reviews)
"Perfect spot for visiting Stowe and Vermont- host was very responsive."
United States
Emma S.
The price is CA $120
CA $317 total
includes taxes & fees
Nov 3 - Nov 4
Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly
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

Find out more about Middlesex

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middlesex. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.