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Middlesex Vacation Rentals

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Vacation Rentals in Middlesex

Vintage farmhouse studio with on-site hot tub - near year-round recreation

Waterbury
9.0 out of 10, Wonderful, (30)
"The bed was super comfy!"
United States
Casey J.
The price is ¥7,653
¥29,896 total
includes taxes & fees
Dec 2 - Dec 3
Vintage farmhouse studio with on-site hot tub - near year-round recreation

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Williamstown
10.0 out of 10, Exceptional, (53)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is ¥13,916
¥29,579 total
includes taxes & fees
Dec 1 - Dec 2
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Beautiful home located in the Mad River Valley

Warren
10.0 out of 10, Exceptional, (22)
"Had a wonderful stay "
United States
Yang O.
Beautiful home located in the Mad River Valley

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Warren
9.2 out of 10, Wonderful, (18)
"Clean room, beautiful view, close to dinning, hiking. "
United States
Lubomira
The price is ¥8,121
¥39,582 total
includes taxes & fees
Dec 2 - Dec 3
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

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 ¥10,542
¥24,269 total
includes taxes & fees
Dec 11 - Dec 12
NEW! Studio Loft in Stowe Hollow

Off Grid Glamping Shed with River Access

2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
The price is ¥9,137
¥14,608 total
includes taxes & fees
Dec 1 - Dec 2
Off Grid Glamping Shed with River Access

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Warren
8.4 out of 10, Very Good, (74)
"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 ¥8,746
¥31,475 total
includes taxes & fees
Dec 7 - Dec 8
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

The Cider Loft

Waterbury
8.0 out of 10, Very Good, (14)
"We had a great stay. The apartment was exactly as advertised and VERY clean. Beds were cozy and comfortable. It had everything we needed for a weekend stay and hosts made it easy. Well priced. Air Conditioning worked very well and despite being an attic apartment it was cool and comfortable."
Canada
Shannon G.
The Cider Loft

Beautiful home located in the Mad River Valley

Warren
9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley

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 ¥38,592
¥53,567 total
includes taxes & fees
Dec 1 - Dec 2
Smugglers' Notch Resort

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
Chelsea
10.0 out of 10, Exceptional, (35)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is ¥18,742
¥24,489 total
includes taxes & fees
Dec 1 - Dec 2
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Lovely cabin nestled in the woods one minute from Sugarbush Resort

Warren
9.8 out of 10, Exceptional, (21)
"Great dog freindly cabin. Love the hot tub! Just as good as the first time,"
United States
Jack G.
Lovely cabin nestled in the woods one minute from Sugarbush Resort

Stowe Lofts-Cozy 2-bedroom condo, peaceful, 5 minutes to Stowe, Fast WiFi

2.0 star property
Morristown
9.2 out of 10, Wonderful, (34)
"This upstairs apartment was clean and homey. The owner was informative and responsive. Property is about 5 minutes from downtown Stowe, which is very convenient. "
United States
Mary
The price is ¥17,149
¥38,972 total
includes taxes & fees
Dec 3 - Dec 4
Stowe Lofts-Cozy 2-bedroom condo, peaceful, 5 minutes to Stowe, Fast WiFi

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Duxbury
10.0 out of 10, Exceptional, (3)
"The house was clean and had plenty of space with good views. The road definitely has a steep incline but is easily manageable in summer and the house was close to everything we needed. "
United States
Julia A.
The price is ¥11,629
¥75,822 total
includes taxes & fees
Dec 4 - Dec 5
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub

West Branch
9.0 out of 10, Wonderful, (59)
"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 ¥9,996
¥52,363 total
includes taxes & fees
Dec 2 - Dec 3
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub

Artist Studio Stowe Village

Stowe Village Historic District
9.6 out of 10, Exceptional, (44)
"Loved our stay at this property. Everything was perfect for an amazing trip to Stowe!"
United States
Laura Marie
The price is ¥13,916
¥35,138 total
includes taxes & fees
Dec 1 - Dec 2
Artist Studio Stowe Village

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Moretown
10.0 out of 10, Exceptional, (15)
"Very nice property with lots of amenities, convenient location, and excellent communication with host. "
United States
CAROLYN M.
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Traditional Vermont Ski Chalet Central to Mad River Valley and Stowe

Duxbury
10.0 out of 10, Exceptional, (11)
"Very comfortable stay right off rt 100"
United States
Steve D.
Traditional Vermont Ski Chalet Central to Mad River Valley and Stowe

The Annex

Stowe Village Historic District
9.6 out of 10, Exceptional, (67)
"This place was perfect! Great walking distance to many places and a quick drive to the mountain. "
United States
Kat B.
The price is ¥13,916
¥35,138 total
includes taxes & fees
Dec 1 - Dec 2
The Annex

Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort

West Branch
8.8 out of 10, Excellent, (81)
"Clean, as described, perfect experience"
United States
Christy Y.
The price is ¥14,837
¥41,038 total
includes taxes & fees
Dec 1 - Dec 2
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
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

Search for holiday rentals in Middlesex on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlesex using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Middlesex?

Yes, we offer vacation rentals close to the most popular attractions in Middlesex, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental in Middlesex?

New! Vermont modern farmhouse in Stowe Village: Visitors like this Middlesex vacation home rental. It is located near skiing and has a fireplace, a balcony, and a barbecue grill 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 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 vacation rentals like in Middlesex?

Vacation rentals are privately owned properties you can reserve for several days or longer in Middlesex. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.