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Top Holiday Rentals in Middlesex

One Bedroom w/ 1 King Bed (Pets not allowed) | Living area | TV
Stowe Cabins in the Woods
2.5 star property
8.8 out of 10, Excellent, (246)
"Had such a great time ..cant wait to go back with the family."
Stowe Cabins in the Woods
Snow and ski sports
Smugglers' Notch Resort
3.0 star property
7.8 out of 10, Good, (96)
"Beautiful quiet getaway. "
The price is £252
includes taxes & fees
8 Jun - 9 Jun
Smugglers' Notch Resort
Fridge, microwave, oven, stovetop
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
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Exterior
Newly Renovated Very Clean 2 Bedroom 2 Bath Condo Close to Skiing and Village
10.0 out of 10, Exceptional, (252)
"Condo is immaculate and great location. It was a mile walk to the eclipse party at The Alchemist. Perfect for the eclipse weekend! Highly recommend!"
Newly Renovated Very Clean 2 Bedroom 2 Bath Condo Close to Skiing and Village
Fridge, microwave, oven, stovetop
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
9.0 out of 10, Wonderful, (55)
"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 £199
includes taxes & fees
28 May - 29 May
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
Fridge, microwave, oven, stovetop
New! Vermont modern farmhouse in Stowe Village
10.0 out of 10, Exceptional, (53)
"Our group thoroughly enjoyed our stay. The home was lovely and our hosts (Weston & Amy) clearly anticipated a traveler's needs. You should consider this for your next trip to Stowe!"
New! Vermont modern farmhouse in Stowe Village
Fridge, microwave, oven, stovetop
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
10.0 out of 10, Exceptional, (31)
"It was my second time at the cabin and I had an enjoyable stay. It was very pet-friendly. There's a stream with a very nice tiered waterfall just behind the property that my dog enjoyed. I hope to return soon!"
The price is £185
includes taxes & fees
27 May - 28 May
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
TV
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
7.8 out of 10, Good, (10)
"Place was amazing"
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
Outdoor pool
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
10.0 out of 10, Exceptional, (24)
"We really like the setup of this rental space. The one-bedroom unit was spacious, with a small kitchenette that has everything that we need for simple meals. Even better was the living space with a side area for small children. We brought along the Guiding Eyes for the Blind puppy we were raising and his crate fitted nicely in the living room space. It was unfortunate that a spring snow storm cut our stay short. We would have loved romping in the snow with the puppy. We are so glad that the...
The price is £158
includes taxes & fees
28 May - 29 May
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
Interior
Luxury Studio Ski in -Ski out Mnt Mansfield Views, Mountain Golf Course Access
9.8 out of 10, Exceptional, (70)
"Just love this place! It's a little pricey but have thoroughly enjoyed both trips to Stowe for our anniversary the last two years. No complaints!"
Luxury Studio Ski in -Ski out Mnt Mansfield Views, Mountain Golf Course Access
Exterior
Romantic Cabin: Pet Friendly, 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."
Romantic Cabin: Pet Friendly, Wood stove, 1 Bdrm + Loft
Exterior
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
Fridge, microwave, oven, stovetop
NEW! Studio Loft in Stowe Hollow
10.0 out of 10, Exceptional, (103)
"Much attention to details and comfort. One of the best properties we have ever stayed. It is exactly as pictured and very convenient to Stowe Main Street."
The price is £151
includes taxes & fees
16 Jun - 17 Jun
NEW! Studio Loft in Stowe Hollow
Fridge, microwave, stovetop, coffee/tea maker
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
7.8 out of 10, Good, (37)
"Great value for your money "
The price is £222
includes taxes & fees
29 May - 30 May
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
Fridge, microwave, oven, stovetop
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
Property grounds
Scenic country retreat with mountain views, deck, firepit, & washer/dryer
9.6 out of 10, Exceptional, (27)
"This house was as pictured. Very clean and tidy. The check in process was easy. Thank you for a nice stay."
The price is £317
includes taxes & fees
9 Jun - 10 Jun
Scenic country retreat with mountain views, deck, firepit, & washer/dryer
Exterior
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
Smart TV, fireplace
The Coral Cabin
9.8 out of 10, Exceptional, (68)
"The cabin gave us everything we needed during our stay. It was comfortable and quiet and the bed was outstanding! The host was friendly and helpful. Would definitely recommend."
The Coral Cabin
Fridge, microwave, oven, stovetop
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
9.0 out of 10, Wonderful, (38)
"Perfect condo for 4 or 5 in a pinch. Would definitely stay again."
The price is £272
includes taxes & fees
19 Jun - 20 Jun
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
Exterior
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
9.6 out of 10, Exceptional, (206)
"The place is very nice and comfortable. The hot tub was not warmed up for our arrival, and had to run over night to get up to temp. The outdoor fire pit and chairs were not setup like in the photos. Not sure where they were stored. It looked like the cleaners forgot to finish cleaning the primary bathroom. There were used soaps and a rag was left behind. We had not received the code for the lockbox containing the key for house before our arrival, I had to call the host for the code. He also did...
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths
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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

Exterior
Green Mountain Inn
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Old inn feel yet modern amenities. "
The price is £132
includes taxes & fees
27 May - 28 May
Green Mountain Inn
Exterior
The Lodge at Spruce Peak, a Destination by Hyatt Residence
4.5 star property
9.0 out of 10, Wonderful, (1001)
"Great hotel the location is right in the middle of the ski area. The staff is fantastic "
The price is £243
includes taxes & fees
27 May - 28 May
The Lodge at Spruce Peak, a Destination by Hyatt Residence
Indoor pool, pool loungers
Best Western Plus Waterbury - Stowe
3.0 star property
9.4 out of 10, Exceptional, (1001)
"The staff was really friendly. The rooms are a little dated. The only thing they were lacking was that there was no clock in the room and no microwave."
The price is £122
includes taxes & fees
9 Jun - 10 Jun
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.

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, apart-hotels, 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 £151 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?

New! Vermont modern farmhouse in Stowe Village: This holiday home rental outside 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 Ben and Jerry's Factory, or get out into nature at a spot like Hubbard Park. Vermont State House and Fresh Tracks Farm Vineyard and Winery 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