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Holiday Rentals in Middlesex

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Our top choices for Middlesex holiday rentals

10.0 out of 10, Exceptional, (54 reviews)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is €166
includes taxes & fees
14 Jan - 15 Jan
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Condo resort in Jeffersonville

Smugglers' Notch Resort
3.0 star property
8.0 out of 10, Very good, (135 reviews)
"Very scenic location and great amenities at the resort"
United States
Divya
The price is €339
includes taxes & fees
11 Feb - 12 Feb
Smugglers' Notch Resort
10.0 out of 10, Exceptional, (39 reviews)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is €169
includes taxes & fees
14 Jan - 15 Jan
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
8.4 out of 10, Very good, (74 reviews)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is €227
includes taxes & fees
8 Feb - 9 Feb
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
9.0 out of 10, Wonderful, (30 reviews)
"The bed was super comfy!"
United States
Casey J.
The price is €216
includes taxes & fees
14 Jan - 15 Jan
Vintage farmhouse studio with on-site hot tub - near year-round recreation
9.2 out of 10, Wonderful, (18 reviews)
"Great place"
United States
Jonathan M.
The price is €363
includes taxes & fees
1 Feb - 2 Feb
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Cottage in Roxbury

Cozy Cabin Retreat
10.0 out of 10, Exceptional, (33 reviews)
"Lovely, quiet & the BEST star gazing!!!"
United States
Jill F.
The price is €187
includes taxes & fees
14 Jan - 15 Jan
Cozy Cabin Retreat
8.8 out of 10, Excellent, (9 reviews)
"Clean, not far from downtown Barre. "
United States
Laura S.
The price is €223
includes taxes & fees
14 Jan - 15 Jan
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
9.8 out of 10, Exceptional, (17 reviews)
"Check in was easy, cabin is very cute, pictures are accurate. "
United States
Anne D.
Maple Sugar Shack Tiny House w/hot tub & river by Stowe
9.2 out of 10, Wonderful, (27 reviews)
"Great little cabin perfect for everything I needed. definitely will stay again.. very peaceful, great place unwind. "
United States
Michael R.
Charming cabin located one minute from the base of Sugarbush Resort
8.8 out of 10, Excellent, (23 reviews)
"Ideally located for any season "
United States
Alison M.
The price is €310
includes taxes & fees
14 Jan - 15 Jan
Ski getaway near the slopes with private balcony & mountain views
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful location and property. Hosts were welcoming and we had a comfortable stay. Hannah shared a bunch of local recommendations and tips! We had a great getaway!"
United States
Niti P.
The price is €206
includes taxes & fees
15 Jan - 16 Jan
Secluded retreat in the trees
9.0 out of 10, Wonderful, (60 reviews)
"Perfect stay for our family of 4. Enjoyed breathtaking views of the mountains from both the balcony and cozy family room. Would definitely stay again."
United States
Stacy D.
The price is €365
includes taxes & fees
27 Jan - 28 Jan
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
10.0 out of 10, Exceptional, (29 reviews)
"Location is great. The house is very comfortable. I loved the reading library. Definitely would stay again."
United States
Diane F.
The price is €131
includes taxes & fees
14 Jan - 15 Jan
Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.
8.4 out of 10, Very good, (29 reviews)
"Easy to get in and parking."
United States
Richard H.
The price is €341
includes taxes & fees
22 Jan - 23 Jan
Ski-in/ski-out condo with mountain view, seasonal pool
8.8 out of 10, Excellent, (10 reviews)
"Location, close to everything"
United States
Dave D.
The price is €242
includes taxes & fees
21 Jan - 22 Jan
Inviting condo near skiing and golf, with fireplace and deck
8.2 out of 10, Very good, (57 reviews)
"Incredible location to explore! Had an absolute blast in the area, highly recommended!"
United States
Michael M.
The price is €386
includes taxes & fees
11 Feb - 12 Feb
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
9.8 out of 10, Exceptional, (12 reviews)
"We loved that we could walk down to the river and watch the sunset. The new houses look like they're going to be beautiful! The hot tub was wonderful after a long day of traveling! It was a great experience we will definitely return!"
United States
Lisa D.
Caboose Tiny Home on river with hot tub near Stowe
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay at Paradise away very much. The apartment was spotless and well equipped and our whole family enjoyed the amenities nearby. The property is well maintained by caretakers who come by each morning to plow the parking lot after snowfalls and clear pathways. We would gladly stay here again."
United States
Paul F.
The price is €418
includes taxes & fees
20 Jan - 21 Jan
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Apartment in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
10.0 out of 10, Exceptional, (181 reviews)
"Perfect location in Stowe, lovely spacious loft with great hosts!!"
United States
Max M.
The price is €244
includes taxes & fees
2 Feb - 3 Feb
NEW! Studio Loft in Stowe Hollow
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 €230 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?

The perfect adult couples retreat. 2-king bedroom right along the Mountain Road.: This holiday home rental outside of Middlesex is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 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.