Middlesex Holiday Rentals

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Holiday Rentals in Middlesex

Stowe Cabins in the Woods
2.5 star property
8.8 out of 10, Excellent, (252)
"a well maintained cabin in the Vermont woods between Stowe and Waterbury.. It was just what we needed. Thank You"
Stowe Cabins in the Woods
Smugglers' Notch Resort
3.0 star property
7.8 out of 10, Good, (96)
"Beautiful quiet getaway. "
The price is NZ$730
includes taxes & fees
20 July - 21 July
Smugglers' Notch Resort
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale
9.2 out of 10, Wonderful, (45)
"Great condo that was exceptionally clean and had all amenities we needed for a comfortable stay. Location was perfect for quick access to the mountain and walkable to downtown and bike trail. I would highly recommend to anyone traveling to Stowe!!"
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale
New! Vermont modern farmhouse in Stowe Village
10.0 out of 10, Exceptional, (55)
"The property is pristine and beautiful. Everything we needed was present including directions. It was walking distance to town. We hiked a lot and of course Stowe has many places to do that. We all agreed that it was the nicest place we've rented through VRBO. My communication with the owners was excellent and prompt. When we go back, this will be the 1st property we'll look for. Thank you Weston and Amy."
New! Vermont modern farmhouse in Stowe Village
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
10.0 out of 10, Exceptional, (34)
"This was a house that we will always remember. Absolutely fantastic with a waterfall lulling us to sleep each night. Definitely a treasure! Thank you for sharing your home."
The price is NZ$378
includes taxes & fees
12 July - 13 July
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
NEW! Studio Loft in Stowe Hollow
10.0 out of 10, Exceptional, (110)
"What a lovely space and perfect spot to spend a weekend. Close enough to Stowe and the interstate to make getting there a breeze, and far enough into the woods to make it feel like a real treat! Thank you Suzie for being such a wonderful host and stocking every single thing a person could want!"
NEW! Studio Loft in Stowe Hollow
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
10.0 out of 10, Exceptional, (28)
"We were up to visit my mom. For 3 days. This was perfect location. The kids enjoyed the pool and the hot tub. It was very clean and quiet. The host was very attentive to our needs and responded immediately when I had a question. The view was beautiful and the yard was gorgeous. Will definitely stay there again."
The price is NZ$319
includes taxes & fees
24 June - 25 June
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
7.4 out of 10, Good, (13)
"The cabin itself was lovely the views breathtaking just a couple of hiccups really. We had a 4 Hour drive to get to the cottage which we got to a few minutes early before check-in before four. So we left and came back at four housekeeping was still there. My husband asked how long they would be. They said about a half an hour, so we sat in our car for half an hour. Once again, the cottage is lovely but the screened in porch area. The screens many of them are completely loose blowing in the wind....
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
Romantic Cabin: Pet Friendly, Close to Town, Wood stove, 1 Bdrm + Loft
10.0 out of 10, Exceptional, (190)
"We enjoyed our stay over the April break. The property was quaint and well looked after. Being able to bring your pet was a huge plus and communication with our host was excellent."
The price is NZ$608
includes taxes & fees
18 July - 19 July
Romantic Cabin: Pet Friendly, Close to Town, Wood stove, 1 Bdrm + Loft
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
9.0 out of 10, Wonderful, (57)
"The apartment was clean and cozy and had all the amenities you could want in a vrbo stay. I loved that it was dog friendly and so close to Stowe - so easy to get there by car or by the bus that stops almost right in front of the lot you park in. My one negative comment is not the VRBO’s fault but I feel it’s necessary to note and remind people searching that the location above the bar does matter. Most nights the music ended early but Saturday night the bartender FORGOT to turn the music off and...
The price is NZ$401
includes taxes & fees
24 June - 25 June
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace
7.8 out of 10, Good, (24)
"everything was great with one exception. There were no pots larger than a 3 quart pan, plenty of coffee cups but only 1 water glass, 6 4oz juice cups and 13 dinner plates, seems odd."
Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace
Artist Studio
9.8 out of 10, Exceptional, (9)
"My dgt and I are driving to Maine and wanted to visit Vermont. We loved Stowe. Great location. Walking distance to everything. Great place,comfy bed and plenty of room for the two of us. We would stay again."
The price is NZ$415
includes taxes & fees
24 June - 25 June
Artist Studio
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (123)
"My wife, dog, and I had a wonderful stay at Jill and John’s cabin. The cabin was clean and comfortable. The hosts were very responsive to our needs. We wouldn’t hesitate to return! Thank you Jill and John!"
The price is NZ$750
includes taxes & fees
25 June - 26 June
Stetson Hollow Cabin by Stetson Brook
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
8.6 out of 10, Excellent, (37)
"Very fun spot to stay"
The price is NZ$550
includes taxes & fees
27 June - 28 June
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
7.8 out of 10, Good, (37)
"Great value for your money "
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
The Coral Cabin
9.8 out of 10, Exceptional, (69)
"Great location, nice yard space. Lots of cobwebs, unleashed dog, no blinds so the neighbors can see directly into the bed if you have a light on. 1 window unit is not equivalent to AC in the 2 story home. Wouldn't stay again but made it work for a couple of nights."
The Coral Cabin
Stowe Village 1 Br Condo - Bring the Kids to this Cozy Condo in the Heart of
9.4 out of 10, Exceptional, (52)
"A lamp between the sofa and the love seat would have been appreciated. My laptop would not connect to the modem in the unit, so I did not have internet while I was there. We did connect with your tech team and the were great in trying to figure out how to fix the problem, but nothing worked to do so. Thankfully, my husband was able to connect right away."
Stowe Village 1 Br Condo - Bring the Kids to this Cozy Condo in the Heart of
Beautifully renovated antique farmhouse on pristine lake.
9.8 out of 10, Exceptional, (174)
"Had so much fun at this VRBO stay. It was an idyllic Vermont summer stay with beautiful views and overwhelming calmness. The house is filled with charm and fascinating artwork. Cute towns nearby. Would recommend staying here."
Beautifully renovated antique farmhouse on pristine lake.
Dog-friendly cottage on acreage with nearby creek & wood stove
9.0 out of 10, Wonderful, (52)
"The place provided the space we needed for all our family members, and we found all the amenities we needed. It was a great home away from home as we travelled to different sites in Vermont. Thanks"
Dog-friendly cottage on acreage with nearby creek & wood stove
Fully Renovated Condo in Heart of Stowe
10.0 out of 10, Exceptional, (5)
"We stayed for 2 nights - on a cycling weekend in the Stowe area. Place was perfect. Plenty of room, fully equipped kitchen, 5 min drive to Stowe village. Check in/out was clear and simple. Definitely recommend."
The price is NZ$492
includes taxes & fees
27 June - 28 June
Fully Renovated Condo in Heart of Stowe
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See all available properties in Middlesex
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.

Other types of properties in Middlesex you may be interested in

Green Mountain Inn
3.5 star property
9.4 out of 10, Exceptional, (1002)
"The inn has a lot of charm"
The price is NZ$307
includes taxes & fees
16 July - 17 July
Green Mountain Inn
The Lodge at Spruce Peak, a Destination by Hyatt Residence
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Great place to stay!"
The price is NZ$581
includes taxes & fees
27 June - 28 June
The Lodge at Spruce Peak, a Destination by Hyatt Residence
Best Western Plus Waterbury - Stowe
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Property was nice right off highway convenient to everything "
The price is NZ$281
includes taxes & fees
30 June - 1 July
Best Western Plus Waterbury - Stowe
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middlesex holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middlesex. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middlesex. Seeing all the best attractions is bound to make you fall in love with Middlesex. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middlesex short-term rentals, that won’t be hard to do.

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?

New! Vermont modern farmhouse in Stowe Village: This holiday home rental outside of Middlesex is located near skiing, and has a fireplace, a balcony 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. Make the most of games 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 Vermont Ski Museum, or get out into nature at a spot like Hubbard Park. 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.

Recent reviews of Middlesex properties
Expedia verified reviews