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Holiday Rentals in Middlesex

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Holiday Rentals in Middlesex

Smugglers' Notch Resort

3.0 star property
Jeffersonville
8.0 out of 10, Very good, (135)
"Very scenic location and great amenities at the resort"
United States
Divya
The price is €336
includes taxes & fees
30 Nov - 1 Dec
Smugglers' Notch Resort

Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski

Stowe Hollow
10.0 out of 10, Exceptional, (220)
"This was our second summer stay at Goldilock's Cabin, and it was as wonderful as the first. My daughter and I love it here. "
United States
Catherine W.
Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski

Stowe Cabins in the Woods

2.5 star property
Waterbury Center
8.8 out of 10, Excellent, (301)
"We love this place. Nothing fancy but nice and clean and cozy"
United States
Michele
Stowe Cabins in the Woods

Bridges Resort

3.5 star property
Warren
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is €180
includes taxes & fees
30 Nov - 1 Dec
Bridges Resort

NEW! Studio Loft in Stowe Hollow

Stowe Hollow
10.0 out of 10, Exceptional, (172)
"It was so beautiful and clean! Would definitely recommend if you are staying in Stowe and I will definitely be coming back. The loft had anything that you could possibly need and was very cozy. Great communication and very easy to find."
United States
Shyanne
The price is €138
includes taxes & fees
11 Dec - 12 Dec
NEW! Studio Loft in Stowe Hollow

Cozy Ski House in Stowe, 5 min to village, perfect for family/friends getaway

Stowe
9.8 out of 10, Exceptional, (60)
"Great property, as advertised. Property in great shape, perfect for sharing with family and friends."
United States
Eslie C.
Cozy Ski House in Stowe, 5 min to village, perfect for family/friends getaway

Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

Woodbury
10.0 out of 10, Exceptional, (113)
"Great time, beautiful place. "
United States
Fraser D.
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

Lakefront Vacation Home on Lake Elmore

Elmore
9.6 out of 10, Exceptional, (105)
"We had a great stay at this cute cabin with lots of charm. Lots of space for everyone and very clean. We stayed here in winter for a ski weekend at Stowe. It was a little bit of a drive to Stowe and the bigger towns but not too bad. Overall we had a wonderful stay!"
United States
Stephanie H.
Lakefront Vacation Home on Lake Elmore

New! Vermont modern farmhouse in Stowe Village

Stowe
10.0 out of 10, Exceptional, (81)
"We enjoyed staying close to Stowe. "
United States
Mike S.
New! Vermont modern farmhouse in Stowe Village

Luxury Studio Available Ski in -ski out Village Plaza & Spruce Peak View

Stowe
9.8 out of 10, Exceptional, (101)
"Awesome place to stay for a ski trip. Location, room, lodge and host were all fantastic! Highly recommend!"
United States
Neal P.
Luxury Studio Available Ski in -ski out Village Plaza & Spruce Peak View

The perfect adult couples retreat. 2-king bedroom right along the Mountain Road.

West Branch
9.6 out of 10, Exceptional, (59)
"Great stay from beginning to end. Hated to leave."
United States
Cathleen D.
The perfect adult couples retreat. 2-king bedroom right along the Mountain Road.

Luxury Studio Ski in -ski out Mt Mansfield Views, Mountain Golf Course Access

Stowe
9.8 out of 10, Exceptional, (71)
"Perfect stay for our family, ski valet, pool/hot tub and onsite restaurant made for such a convenient weekend. Fireplace in room made it a great place to come back to and little kitchenette for coffee and quick breakfast before hitting the slopes was perfect!"
United States
Scott M.
Luxury Studio Ski in -ski out Mt Mansfield Views, Mountain Golf Course Access

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

Stowe
9.8 out of 10, Exceptional, (43)
"Great property, fantastic location. Excellent stay!"
United States
Kevin C.
Luxury Studio Ski-in Ski-Out, Hiking, Mtn Biking, Golf, Fishing

Modern Condo Surrounded by Nature I Heart of Stowe

Stowe
9.6 out of 10, Exceptional, (18)
"Beautiful area and wonderful condo. "
United States
Jan W.
The price is €366
includes taxes & fees
30 Nov - 1 Dec
Modern Condo Surrounded by Nature I Heart of Stowe

Wyndham Smugglers Notch - 2 Bedroom

Smugglers Notch
9.2 out of 10, Wonderful, (78)
"We have stayed here before, very easy access to the Disc Golf courses via the shuttle. Beautiful property, nice options to hike or walk. "
United States
Jeff N.
Wyndham Smugglers Notch - 2 Bedroom

Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths

Stowe
9.6 out of 10, Exceptional, (252)
"Nice house and Great Location. Kitchen was well stock with what we needed, and the house had great amenities. "
United States
Kevin O.
Great location, sleeps 10 , close to mountain/town , hot tub, 3 full baths

Stetson Hollow Cabin by Stetson Brook

Warren
9.8 out of 10, Exceptional, (159)
"Great location and a great price. Perfect for 2-4 people who just want to get away to the peace of Vermont."
United States
James N.
The price is €384
includes taxes & fees
1 Dec - 2 Dec
Stetson Hollow Cabin by Stetson Brook

Conveniently located mountain condo with indoor pool & hot tub - close to skiing

West Branch
8.4 out of 10, Very good, (38)
"Clean, comfortable and convenient to ski area, shopping, restaurants and other activities. Pool, hot tub sauna and exercise building less than two minute walk. "
United States
Larry B.
Conveniently located mountain condo with indoor pool & hot tub - close to skiing

Cozy retreat, great for large groups and family gatherings with hot tub!

Stowe
10.0 out of 10, Exceptional, (23)
"Great place for everyone to have their privacy but yet be together!"
United States
Debbi V.
The price is €906
includes taxes & fees
9 Dec - 10 Dec
Cozy retreat, great for large groups and family gatherings with hot tub!

Chic 4-bedroom house in Stowe for a memorable getaway

Stowe
10.0 out of 10, Exceptional, (2)
"Very clean, comfortable room spaces and comfortable beds. Plenty of amenities. Perfect kitchen with all you might need for preparing meals. Good location for surrounding day trips. Definitely highly recommend. Accommodating and prompt communications. Beautiful, meticulously maintained home."
United States
Kymberly H.
Chic 4-bedroom house in Stowe for a memorable getaway
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

Find out more about Middlesex

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 €138 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 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Mad River Valley. Other popular places to visit in the area include Sugarbush Ski Resort and Stowe Mountain Resort.

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.