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

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
$164 nightly
The price is $183
Aug 17 - Aug 18
Total with taxes and fees
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.
$188 nightly
The price is $211
Sep 1 - Sep 2
Total with taxes and fees
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.
$189 nightly
The price is $213
Aug 12 - Aug 13
Total with taxes and fees
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.
$205 nightly
The price is $232
Aug 12 - Aug 13
Total with taxes and fees
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
$181 nightly
The price is $203
Aug 13 - Aug 14
Total with taxes and fees
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.
$302 nightly
The price is $338
Aug 14 - Aug 15
Total with taxes and fees
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.
$313 nightly
The price is $353
Aug 16 - Aug 17
Total with taxes and fees
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
$568 nightly
The price is $636
Aug 31 - Sep 1
Total with taxes and fees
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, (199 reviews)
"Great property with all the things you need for a comfortable stay."
United States
Dean
$229 nightly
The price is $259
Aug 23 - Aug 24
Total with taxes and fees
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
$228 nightly
The price is $258
Aug 12 - Aug 13
Total with taxes and fees
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
$288 nightly
The price is $316
Sep 8 - Sep 9
Total with taxes and fees
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.
$503 nightly
The price is $568
Aug 17 - Aug 18
Total with taxes and fees
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.
$408 nightly
The price is $461
Aug 17 - Aug 18
Total with taxes and fees
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.
$330 nightly
The price is $372
Aug 20 - Aug 21
Total with taxes and fees
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.
$230 nightly
The price is $258
Aug 12 - Aug 13
Total with taxes and fees
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.
$312 nightly
The price is $317
Aug 17 - Aug 18
Total with taxes and fees
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.
$316 nightly
The price is $354
Aug 15 - Aug 16
Total with taxes and fees
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
$165 nightly
The price is $185
Aug 12 - Aug 13
Total with taxes and fees
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
$352 nightly
The price is $384
Aug 22 - Aug 23
Total with taxes and fees
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

Green Mountain Inn

Green Mountain Inn

10/10 Excellent
"The Green Mountain Inn strikes the perfect balance between historic ambiance and modern resort convenience. We spent our days checking out the local trails and shops, and our evenings unwinding by the outdoor firepits and enjoying the pool. The hospitality here is incredible—every staff member we encountered went out of their way to make us feel welcome. The only con is parking is limited but they do have overflow lot."
MICHAEL 3-night trip
Posted 8 hours ago
Green Mountain Inn

Find out more about Middlesex

Everything you need to know about Middlesex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlesex in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.