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Top Holiday Rentals in Middlesex

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very good, (115)
"Great place to spend time with family and friends. Lots of options to keep everyone entertained (tennis court, indoor kids play area, several pools including heated one, volleyball and basketball court, small coffee shop and restaurant and tons of activities prepared by hotel staff). Want to come back!"
The price is £257
includes taxes & fees
4 Sept - 5 Sept
Smugglers' Notch Resort

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (292)
"We stay here sometimes a couple times a year always reliable, always a great place to stay. The cabins are a little dated. But you are staying in a cabin in the woods. Definitely stay here again which I plan on doing in the future. So many things to do in Waterberry and in Stowe. This place a must stay. "
Stowe Cabins in the Woods

Bridges Resort

3.5 star property
8.0 out of 10, Very good, (12)
The price is £233
includes taxes & fees
10 Aug - 11 Aug
Bridges Resort

The Annex

9.6 out of 10, Exceptional, (55)
"Great location to enjoy Stowe"
The price is £184
includes taxes & fees
11 Aug - 12 Aug
The Annex

Artist Studio

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay. It was nice to walk to restaurants and stores."
The price is £203
includes taxes & fees
8 Aug - 9 Aug
Artist Studio

Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale

8.4 out of 10, Very good, (65)
"Condo was well described and clean- the proximity to Stowe and the grocery store was a plus. We would stay here again!"
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale

Secluded retreat in the trees

10.0 out of 10, Exceptional, (24)
"The place was great ,it fit into our budget and the owners were more than helpful."
Secluded retreat in the trees

Fully Renovated Condo in Heart of Stowe

9.4 out of 10, Exceptional, (18)
"A perfect spot for me, my husband, son and two granddaughters to enjoy an end-of-season ski trip to Stowe! "
The price is £250
includes taxes & fees
18 Aug - 19 Aug
Fully Renovated Condo in Heart of Stowe

Year-Round Luxury Mountain Villa @ Trapp & Stowe with Resort Amenities Included!

9.6 out of 10, Exceptional, (27)
"Very nice"
Year-Round Luxury Mountain Villa @ Trapp & Stowe with Resort Amenities Included!

Mountain Condo w/ Views: Near Hiking & Biking!

9.0 out of 10, Wonderful, (24)
"The house was very clean and great location to Stowe. "
Mountain Condo w/ Views: Near Hiking & Biking!

Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

9.2 out of 10, Wonderful, (67)
"Stayed for a single overnight to do some skiing at Jay and Stowe. Great property, clean, charming, easy rental. Would stay again!"
The price is £249
includes taxes & fees
10 Aug - 11 Aug
Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

Escape 2 Stowe: 5 minutes from village of Stowe

9.8 out of 10, Exceptional, (46)
"We had a wonderful stay- plenty of space for our family of 4. Great layout, clean, and the amenities were helpful and convenient. Private feel, but still very close to Stowe mountain and downtown. "
Escape 2 Stowe: 5 minutes from village of Stowe

Great Value in Stowe w/kitchenette, free WiFi - near trails

7.8 out of 10, Good, (51)
"We enjoyed our time. It was close to the mountain and very homey. Would stay again! Definitely recommend!"
The price is £213
includes taxes & fees
5 Aug - 6 Aug
Great Value in Stowe w/kitchenette, free WiFi - near trails

Stylish 2 bdrm/2 bath: named "The best small condo in Stowe"

10.0 out of 10, Exceptional, (34)
"Great house and great location"
Stylish 2 bdrm/2 bath: named "The best small condo in Stowe"

Modern Tiny House w/hot tub & river near Stowe

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place to stay to access a few different Vermont destinations. The tiny home was a perfect size for the two of us."
Modern Tiny House w/hot tub & river near Stowe

Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace

7.6 out of 10, Good, (42)
"Great location and beautiful morning views."
Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace

Summer in Vermont: Smugglers' Notch -- bike, hike, art, breweries & more!

10.0 out of 10, Exceptional, (229)
"Great place...close to Smugglers...incredible views!"
Summer in Vermont: Smugglers' Notch -- bike, hike, art, breweries & more!

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

2.0 star property
10.0 out of 10, Exceptional, (19)
"It is not luxurious, but is absolutely unique and fun! We loved it!"
The price is £121
includes taxes & fees
12 Aug - 13 Aug
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Beautiful Riverfront Townhome, Steps to Historic Downtown Stowe

10.0 out of 10, Exceptional, (70)
"Location is a short ride to Stowe, which was nice, and walking distance to all the shops in town. If you don't feel like cooking, the local market is right across the parking lot and has lots of prepared foods ready to go."
Beautiful Riverfront Townhome, Steps to Historic Downtown Stowe

Renovated Condo in Luxury Neighborhood

9.8 out of 10, Exceptional, (24)
"Lights and heat were on when we arrived, super cleaned and comfortable. "
The price is £236
includes taxes & fees
5 Aug - 6 Aug
Renovated Condo in Luxury Neighborhood
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

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?

Escape 2 Stowe: 5 minutes from village of Stowe: This holiday home rental outside of Middlesex is located in a rural location, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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 Ceres, 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 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.