Middlesex Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

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 AU$681
includes taxes & fees
9 Aug - 10 Aug
Smugglers' Notch Resort

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (291)
"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)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is AU$551
includes taxes & fees
17 Aug - 18 Aug
Bridges Resort

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

The Annex

9.6 out of 10, Exceptional, (52)
"Great location to enjoy Stowe"
The price is AU$367
includes taxes & fees
29 July - 30 July
The Annex

Modern Condo Surrounded by Nature I Heart of Stowe

9.6 out of 10, Exceptional, (12)
"This condo was so comfortable and clean for a long weekend away. And it is so close to the center of town!"
The price is AU$494
includes taxes & fees
27 July - 28 July
Modern Condo Surrounded by Nature I Heart of Stowe

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

8.4 out of 10, Very good, (63)
"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 AU$494
includes taxes & fees
30 July - 31 July
Fully Renovated Condo in Heart of Stowe

Artist Studio

9.6 out of 10, Exceptional, (30)
"We enjoyed our stay. It was nice to walk to restaurants and stores."
The price is AU$405
includes taxes & fees
31 July - 1 Aug
Artist Studio

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 AU$576
includes taxes & fees
28 July - 29 July
Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

The Cider Loft

5.8 out of 10, (6)
"The location was perfect. It was clean and well kept. Central location to all places we wanted to visit. Walked to delicious donuts. Our pup was comfortable. The kids and I slept well, cooked meals and hung out happily. We will definitely be back. "
The price is AU$311
includes taxes & fees
28 July - 29 July
The Cider Loft

Lakefront Vacation Home on Lake Elmore

9.6 out of 10, Exceptional, (98)
"This is my families second time staying here. We love the views and the space. So cozy and comfortable. We will definitely be back for a third time."
Lakefront Vacation Home on Lake Elmore

Charming Condo Near Slopes w/ Mountain View Plus Pool, Hot Tub, & Fitness Room

8.6 out of 10, Excellent, (66)
"Awesome condo and host - exactly as described"
Charming Condo Near Slopes w/ Mountain View Plus Pool, Hot Tub, & Fitness Room

Mountain Cabin Bordering State Park. Hiking, Private. Special Place, Great View!

10.0 out of 10, Exceptional, (12)
"We stayed two nights, enjoyed the fire pit. It was very quiet and relaxing. The cabin is very nice and had everything we needed. Will definitely stay again!! "
Mountain Cabin Bordering State Park. Hiking, Private. Special Place, Great View!

Beautifully renovated antique farmhouse on pristine lake.

9.8 out of 10, Exceptional, (201)
"8 of my high school friends (now senior citizens) traveled with us to celebrate my 70th birthday. The house was comfortable and we all enjoyed staying there. The kitchen was perfect for feeding a big group. We were there during "mud season" so I'd suggest renting a 4 wheel drive vehicle and bringing boots."
Beautifully renovated antique farmhouse on pristine lake.

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (148)
"Loved the cabin. Great access to Sugarbush and all the MR valley has to offer. The hosts could not be nicer."
The price is AU$672
includes taxes & fees
29 July - 30 July
Stetson Hollow Cabin by Stetson Brook

Off Grid Glamping Shed with River Access

2.0 star property
The price is AU$146
includes taxes & fees
27 July - 28 July
Off Grid Glamping Shed with River Access

Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"

10.0 out of 10, Exceptional, (90)
"Very nice house. "
The price is AU$366
includes taxes & fees
25 Aug - 26 Aug
Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"

Luxury Studio Ski-in Ski-Out, Hiking, Mtn Biking, Golf, Fishing

9.8 out of 10, Exceptional, (40)
"Great unit, lovely stay."
Luxury Studio Ski-in Ski-Out, Hiking, Mtn Biking, Golf, Fishing
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.
Save an average of 15% on thousands of hotels when you're signed in

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.