Middlesex Holiday Rentals

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Our top choices for Middlesex holiday rentals

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, (41 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.
The price is NZ$331
includes taxes & fees
6 Apr - 7 Apr
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

It's sugaring season!Come to the beautiful NEK to relax and watch spring unfold.

It's sugaring season!Come to the beautiful NEK to relax and watch spring unfold.
East Hardwick
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay. Wonderful host, thank you!"
United States
R. John
The price is NZ$260
includes taxes & fees
8 Apr - 9 Apr
It's sugaring season!Come to the beautiful NEK to relax and watch spring unfold.

Bridges Resort

Bridges Resort
2.0 star property
Warren
8.2 out of 10, Very good, (22 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
The price is NZ$356
includes taxes & fees
14 Apr - 15 Apr
Bridges Resort

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is NZ$765
includes taxes & fees
11 Apr - 12 Apr
Stetson Hollow Cabin by Stetson Brook

Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (27 reviews)
"Great cabin, a perfect place to stay"
United States
Zacary
The price is NZ$282
includes taxes & fees
4 Apr - 5 Apr
Brand New Cabin On Working Farm

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (41 reviews)
"We had a great time staying in this house. For our family, it was comfortable, clean and bright and had everything we needed. "
United States
David R.
The price is NZ$453
includes taxes & fees
4 May - 5 May
Secluded retreat in the trees

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, (120 reviews)
"The Host was wonderful, the cabin was beautiful and I would highly recommend this for anyone to visit here!!"
United States
Art T.
The price is NZ$346
includes taxes & fees
9 Apr - 10 Apr
Lovely, secluded cabin in Vermont's "Land of Lakes and Ponds"

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)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is NZ$349
includes taxes & fees
4 Apr - 5 Apr
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

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, (45 reviews)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
United States
Leann
The price is NZ$589
includes taxes & fees
9 Apr - 10 Apr
Go Skiing or Hiking from an Enchanting, Light-Filled Home

Vermont Scandinavian Chalet (B)

Vermont Scandinavian Chalet (B)
Wolcott
9.0 out of 10, Wonderful, (6 reviews)
"The location was awesome and house was comfy. "
United States
James B.
The price is NZ$720
includes taxes & fees
4 Apr - 5 Apr
Vermont Scandinavian Chalet (B)

Serene Country Cabins 3 In the heart of Vermont

Serene Country Cabins 3 In the heart of Vermont
Hyde Park
10.0 out of 10, Exceptional, (81 reviews)
"Perfect for a weekend getaway "
United States
Kristin A.
The price is NZ$436
includes taxes & fees
8 Apr - 9 Apr
Serene Country Cabins 3 In the heart of Vermont

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (41 reviews)
"Very convenient to Warren center. This house served us well as we were able to bring our dog over the Christmas holiday. Perfect house for a family. "
United States
Monica R.
Beautiful home located in the Mad River Valley

Marshfield/Cabot Unique Eco Friendly Home on 11 acres

Marshfield/Cabot Unique Eco Friendly Home on 11 acres
Marshfield
10.0 out of 10, Exceptional, (31 reviews)
"The house was perfect for our family. The pocket doors were great to give more privacy. The beds were super comfortable and everything extremely clean. We will definitely stay there again!"
United States
Brenda D.
The price is NZ$729
includes taxes & fees
9 Apr - 10 Apr
Marshfield/Cabot Unique Eco Friendly Home on 11 acres

Smugglers' Notch Resort

Smugglers' Notch Resort
3.0 star property
Jeffersonville
7.8 out of 10, Good, (137 reviews)
"Very scenic location and great amenities at the resort"
United States
Divya
The price is NZ$604
includes taxes & fees
2 May - 3 May
Smugglers' Notch Resort

NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (189 reviews)
"Host was welcoming and our stay was fantastic. Would recommend this stay to anyone. "
United States
Cody P.
The price is NZ$316
includes taxes & fees
14 Apr - 15 Apr
NEW! Studio Loft in Stowe Hollow

Modern Condo Filled with Natural Sunlight

Modern Condo Filled with Natural Sunlight
Stowe
8.4 out of 10, Very good, (8 reviews)
"Wonderful property, clean rooms, mountain views and a lovely balcony. "
United States
Kelly M.
The price is NZ$1,101
includes taxes & fees
5 Apr - 6 Apr
Modern Condo Filled with Natural Sunlight

By the Brewster - 3 Mins to Smugglers Ski Mtns, Dog Friendly

By the Brewster - 3 Mins to Smugglers Ski Mtns, Dog Friendly
Jeffersonville
9.8 out of 10, Exceptional, (61 reviews)
"Host was welcoming and the house is just as described and perfect for a Vermont stay!"
United States
nancy m.
The price is NZ$586
includes taxes & fees
4 Apr - 5 Apr
By the Brewster - 3 Mins to Smugglers Ski Mtns, Dog Friendly

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.
The price is NZ$1,081
includes taxes & fees
7 Apr - 8 Apr
Luxury Living Space|Gorgeous Mountain Views

Stowe Lofts- 2-bedroom condo, peaceful, 5 min to Stowe, Ask about pet policy

Stowe Lofts- 2-bedroom condo, peaceful, 5 min to Stowe, Ask about pet policy
Morristown
9.0 out of 10, Wonderful, (42 reviews)
"Excellent condo. Easy parking."
United States
Patrick B.
The price is NZ$516
includes taxes & fees
30 Apr - 1 May
Stowe Lofts- 2-bedroom condo, peaceful, 5 min to Stowe, Ask about pet policy

Mountain home w/ gym, game room & theater space

Mountain home w/ gym, game room & theater space
Jeffersonville
10.0 out of 10, Exceptional, (31 reviews)
"House was amazing and host also. We recommend stay here and have a great time!"
United States
Oksana H.
The price is NZ$914
includes taxes & fees
8 Apr - 9 Apr
Mountain home w/ gym, game room & theater space
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

Everything you need to know about Middlesex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex holiday rentals we have selected for you start as low as NZ$346 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middlesex has to offer?

Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths : This holiday home rental outside of Middlesex is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Middlesex?

Expedia has 3 holiday 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 wider area.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.