Middlesex Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Middlesex

Stowe Cabins in the Woods
2.5 star property
8.8 out of 10, Excellent, (253)
"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, (97)
"Beautiful quiet getaway. "
The price is NZ$797
per night
20 Jul - 21 Jul
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
Save an average of 15% on thousands of hotels when you're signed in
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
7.4 out of 10, Good, (14)
"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
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
10.0 out of 10, Exceptional, (35)
"Beautiful location and cabin. Waterfall was awesome! Easy access to Green and White Mountains! Perfect!"
The price is NZ$380
per night
30 Jun - 1 Jul
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
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$420
per night
1 Jul - 2 Jul
Artist Studio
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
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
9.0 out of 10, Wonderful, (58)
"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$408
per night
30 Jun - 1 Jul
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
10.0 out of 10, Exceptional, (29)
"Great prime rib at the ladder 1 grill. Did realize Vermont was so hilly. Our first time out East. We are in Maine now. Thanks Lance"
The price is NZ$324
per night
1 Jul - 2 Jul
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
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$611
per night
18 Jul - 19 Jul
Romantic Cabin: Pet Friendly, Close to Town, Wood stove, 1 Bdrm + Loft
Beautifully renovated antique farmhouse on pristine lake.
9.8 out of 10, Exceptional, (175)
"We were extremely happy with our stay here. The place was clean and had all of the amenities of a lived in home and not just a VRBO. There were a couple of minor things that came up during our 9 day stay, but the owner was quick to respond and get us squared away. Thank you!"
Beautifully renovated antique farmhouse on pristine lake.
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, (70)
"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
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
per night
2 Jul - 3 Jul
Stetson Hollow Cabin by Stetson Brook
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
9.6 out of 10, Exceptional, (208)
"Mark was extremely accommodating and helpful. The place was awesome for a big group and had a ton of space. Would definitely recommend!"
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
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$557
per night
30 Jun - 1 Jul
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
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
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
Escape 2 Stowe: a cozy home with amazing views
9.8 out of 10, Exceptional, (27)
"The property is located outside of Stowe, about 15 mins to Stowe Mountain Resort. There are great views of the valley looking down into Stowe. The house size worked well for our party of 4 and a dog. Many thanks to Karen for being responsive and prompt to reply when the pending snow storm threatened our arrival day/time, she was a pleasure to deal with."
Escape 2 Stowe: a cozy home with amazing views
Cozy, updated riverfront home with private hot tub, gas stove & AC
9.0 out of 10, Wonderful, (45)
"Location to Sugarbush was short drive to mountain and town. House was very comfortable and hot tub on river was really nice extra. I’m sure would be nice also in summer and fall also"
Cozy, updated riverfront home with private hot tub, gas stove & AC
Don't see what you're looking for?
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

The Lodge at Spruce Peak, a Destination by Hyatt Residence
4.5 star property
9.0 out of 10, Wonderful, (1001)
"Wife and I lived it"
The price is NZ$506
per night
1 Jul - 2 Jul
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, (1002)
"."
The price is NZ$282
per night
4 Jul - 5 Jul
Best Western Plus Waterbury - Stowe
Sun & Ski Inn And Suites
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Perfect location, easy check in and check out. Very ample breakfast selection in the morning, well done! Peter "
The price is NZ$269
per night
1 Jul - 2 Jul
Sun & Ski Inn And Suites
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