Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Middlesex vacation rentals

Exterior

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Chelsea
10.0 out of 10, Exceptional, (43 reviews)
"Everything was wonderful and both hosts are very inviting owners friendly always there if you needed anything we can't wait to go back loved it "
United States
Susan K.
$128 nightly
The price is $143
May 13 - May 14
Total with taxes and fees
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Outdoor dining

Come to the beautiful NEK to relax and watch spring unfold. LV Railtrail is OPEN

Come to the beautiful NEK to relax and watch spring unfold. LV Railtrail is OPEN
East Hardwick
10.0 out of 10, Exceptional, (43 reviews)
"We had a great stay. Wonderful host, thank you!"
United States
R. John
$133 nightly
The price is $148
May 13 - May 14
Total with taxes and fees
Come to the beautiful NEK to relax and watch spring unfold. LV Railtrail is OPEN
Smart TV

Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (28 reviews)
"Great cabin, a perfect place to stay"
United States
Zacary
$133 nightly
The price is $148
May 17 - May 18
Total with taxes and fees
Brand New Cabin On Working Farm
Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (43 reviews)
"Very cozy and easy check in!"
United States
Emily R.
$215 nightly
The price is $241
May 13 - May 14
Total with taxes and fees
Secluded retreat in the trees
Property grounds

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, (57 reviews)
"Host was great and responsive to messages. Easy access, safe & quiet. House was clean, comfy, and a great spot to relax while passing through the area. "
United States
Christopher J.
$178 nightly
The price is $199
May 14 - May 15
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Exterior

NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (192 reviews)
"Host was welcoming and our stay was fantastic. Would recommend this stay to anyone. "
United States
Cody P.
$145 nightly
The price is $164
May 14 - May 15
Total with taxes and fees
NEW! Studio Loft in Stowe Hollow
TV, offices

Fully Renovated Condo in Heart of Stowe

Fully Renovated Condo in Heart of Stowe
Stowe
8.8 out of 10, Excellent, (31 reviews)
"Great location"
United States
Melanie H.
$261 nightly
The price is $265
May 13 - May 14
Total with taxes and fees
Fully Renovated Condo in Heart of Stowe
TV, offices

Luxury Living Space|Gorgeous Mountain Views

Luxury Living Space|Gorgeous Mountain Views
Stowe
10.0 out of 10, Exceptional, (34 reviews)
"Nice, clean place! Easy to get to and close to downtown Stowe. "
United States
Kellie B.
$244 nightly
The price is $247
May 13 - May 14
Total with taxes and fees
Luxury Living Space|Gorgeous Mountain Views
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Perfect spot for our 3 day ski trip. Very nice and cozy cabin! Quiet area and the owners were great with making sure all was good. "
United States
Jeffrey C.
$390 nightly
The price is $437
May 13 - May 14
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Dining

Rustic 4-bedroom house in university town of Northfield. Centrally located.

Rustic 4-bedroom house in university town of Northfield. Centrally located.
Northfield
$275 nightly
The price is $308
May 13 - May 14
Total with taxes and fees
Rustic 4-bedroom house in university town of Northfield. Centrally located.
Terrace/patio

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
"Great location near Sugarbush. Clean and quiet."
United States
Cynthia
$277 nightly
The price is $311
May 13 - May 14
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Living area

Vermont Scandinavian Chalet (A)

Vermont Scandinavian Chalet (A)
Wolcott
10.0 out of 10, Exceptional, (3 reviews)
"Staff is very friendly, place is clean. There is everything you need. Recommend this place. "
United States
VITALII
$320 nightly
The price is $358
May 13 - May 14
Total with taxes and fees
Vermont Scandinavian Chalet (A)
Fridge, microwave, oven, stovetop

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
9.0 out of 10, Wonderful, (29 reviews)
"Super easy access to ski, there is a shuttle but we walked because it’s so close. Nice room, plenty of linens, clean kitchen. "
United States
Stefani K.
$259 nightly
The price is $290
May 13 - May 14
Total with taxes and fees
Ski getaway near the slopes with private balcony & mountain views
Smart TV

Lovely, secluded cabin in Vermont's "Land of Lakes and Ponds"

Lovely, secluded cabin in Vermont's "Land of Lakes and Ponds"
Woodbury
10.0 out of 10, Exceptional, (121 reviews)
"The house was comfortable, clean, and stocked with everything you need to enjoy your stay. The host was very pleasant and attentive. We would definitely stay here again. "
United States
Lisa G.
$180 nightly
The price is $202
May 13 - May 14
Total with taxes and fees
Lovely, secluded cabin in Vermont's "Land of Lakes and Ponds"
Smart TV, foosball

Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.

Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.
Morristown
9.4 out of 10, Exceptional, (38 reviews)
"Very communicative host! Great space!"
United States
Hannah W.
$276 nightly
The price is $309
May 13 - May 14
Total with taxes and fees
Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.
Exterior

The Cider Loft

The Cider Loft
Waterbury
8.0 out of 10, Very Good, (18 reviews)
"Lovely stay. Great location. Beautiful area "
United States
Ken S.
$168 nightly
The price is $190
May 13 - May 14
Total with taxes and fees
The Cider Loft
Property grounds

Riverside Luxury Tiny House w/ Treehouse Sauna, Hot Tub & Views Near Stowe

Riverside Luxury Tiny House w/ Treehouse Sauna, Hot Tub & Views Near Stowe
Johnson
9.4 out of 10, Exceptional, (18 reviews)
"The tiny house was clean, quiet, and pet friendly. Would stay again!"
United States
Michele H.
$191 nightly
The price is $213
May 13 - May 14
Total with taxes and fees
Riverside Luxury Tiny House w/ Treehouse Sauna, Hot Tub & Views Near Stowe
Property grounds

Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (20 reviews)
"Place was super cute and they let me bring my dog!"
United States
Sharyn and Kiersten v.
$172 nightly
The price is $192
May 13 - May 14
Total with taxes and fees
Cozy 1-bedroom loft apartment in lovely Duxbury
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
$365 nightly
The price is $409
May 13 - May 14
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
Exterior detail

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, (32 reviews)
"Just why we needed for the night. Great location. "
United States
James A.
$195 nightly
The price is $221
May 13 - May 14
Total with taxes and fees
Vintage farmhouse studio with on-site hot tub - near year-round recreation
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

Best Western Plus Waterbury - Stowe

Best Western Plus Waterbury - Stowe

10/10 Excellent
"Was impressed with her gluten-free breakfast"
Charlene D. 1-night trip
Posted 9 hours ago
Best Western Plus Waterbury - Stowe

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 $143 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?

Heart of Stowe Riverview Escape: Visitors like this Middlesex vacation home rental. It is located on a river and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.