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Middlesex Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Middlesex holiday rentals

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

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

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, (38)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is HK$1,168
HK$1,491 total
includes taxes & fees
18 Jan - 19 Jan
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Outdoor dining
Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.

Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.

Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.
East Hardwick
10.0 out of 10, Exceptional, (28)
"Location is great. The house is very comfortable. I loved the reading library. Definitely would stay again."
United States
Diane F.
The price is HK$876
HK$1,156 total
includes taxes & fees
14 Jan - 15 Jan
Ready to ski?? Snowmobile or just relax? Come enjoy winter in VTs North Country.
Property grounds
Secluded retreat in the trees

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (39)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is HK$981
HK$1,831 total
includes taxes & fees
9 Jan - 10 Jan
Secluded retreat in the trees
1 bedroom, iron/ironing board, travel cot, free WiFi
Cozy Cabin Retreat

Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (33)
"Lovely, quiet & the BEST star gazing!!!"
United States
Jill F.
The price is HK$918
HK$1,656 total
includes taxes & fees
12 Jan - 13 Jan
Cozy Cabin Retreat
Property grounds
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

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

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (54)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is HK$694
HK$1,475 total
includes taxes & fees
9 Jan - 10 Jan
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
1 bedroom, iron/ironing board, WiFi, bed sheets
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Barre
8.8 out of 10, Excellent, (9)
"Excellent stay, clean, comfortable, great little extras. Wish a few windows had screens for fresh air at night. "
United States
Sean
The price is HK$771
HK$1,980 total
includes taxes & fees
12 Jan - 13 Jan
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Smart TV
Brand New Cabin On Working Farm

Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.6 out of 10, Exceptional, (22)
"Clean cozy quiet with nice view from the deck, unique farm setting, would stay again "
United States
Brad
The price is HK$1,168
HK$1,482 total
includes taxes & fees
9 Jan - 10 Jan
Brand New Cabin On Working Farm
Exterior detail
Vintage farmhouse studio with on-site hot tub - near year-round recreation

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

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 HK$584
HK$1,917 total
includes taxes & fees
14 Jan - 15 Jan
Vintage farmhouse studio with on-site hot tub - near year-round recreation
Smart TV
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others

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

Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others
Woodbury
10.0 out of 10, Exceptional, (117)
"Amazing property, amazing place to spend a night or a week! "
United States
Amanda Danielle S.
The price is HK$1,226
HK$1,574 total
includes taxes & fees
12 Jan - 13 Jan
Lovely secluded cabin on VAST trail. Drive to Stowe, Smuggs, Jay Peak & others
Outdoor dining
Riverside Tiny House with hot tub near Stowe

Riverside Tiny House with hot tub near Stowe

Riverside Tiny House with hot tub near Stowe
Johnson
9.8 out of 10, Exceptional, (11)
"The cabin and property was magical!The description of the property gave us the impression that you could walk on a trail from the property to Dog Head Falls, which was not the case. It is less than a 10 minute drive, and totally worth it, but we were a little disappointed we could not walk there from the property. "
United States
Natasha A.
The price is HK$897
HK$2,147 total
includes taxes & fees
11 Jan - 12 Jan
Riverside Tiny House with hot tub near Stowe
Exterior
Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (23)
"Fantastic house in a beautiful setting. Just right for the area and the kind of trip we were hoping to have. Colin is a great host as well."
United States
kevin m.
Beautiful home located in the Mad River Valley
Outdoor spa tub
Maple Sugar Shack Tiny House w/hot tub & river by Stowe

Maple Sugar Shack Tiny House w/hot tub & river by Stowe

Maple Sugar Shack Tiny House w/hot tub & river by Stowe
Johnson
9.8 out of 10, Exceptional, (17)
"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
Property grounds
Serene Country Cabins 3 In the heart of Vermont

Serene Country Cabins 3 In the heart of Vermont

Serene Country Cabins 3 In the heart of Vermont
Hyde Park
10.0 out of 10, Exceptional, (80)
"The cabin was fantastic. Had all the amenities that we could think of and we actually overpacked thinking maybe things might not be there but they were. It's a quiet spot. Great for getting good sleep while also close enough to a lot of tourist attractions."
United States
Aric N.
The price is HK$1,104
HK$1,969 total
includes taxes & fees
11 Jan - 12 Jan
Serene Country Cabins 3 In the heart of Vermont
Outdoor spa tub
Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck

Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck

Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck
Morrisville
8.6 out of 10, Excellent, (10)
"Absolutely lovely and cozy for a winter getaway "
United States
Jamie
The price is HK$701
HK$1,973 total
includes taxes & fees
14 Jan - 15 Jan
Secluded, dog-friendly cabin with hot tub, mountain view, fireplace & deck
Exterior
Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (15)
"The cabin is very close to the sugarbush resort, hiking trails, Warren falls and area restaurants. The cabin is very clean, new, nicely decorated and well stocked. Beds were comfy and we all slept well. Very quiet area. We ended our stay relaxing in the hot tub and warming up by the fire pit. I highly recommend this cabin "
United States
Heather M.
Beautiful brand new cabin one minute from Sugarbush Resort
Property grounds
Serene Country Cabins 2 In the heart of Vermont

Serene Country Cabins 2 In the heart of Vermont

Serene Country Cabins 2 In the heart of Vermont
Hyde Park
10.0 out of 10, Exceptional, (99)
"We enjoyed our stay!!"
United States
Dana H.
The price is HK$1,051
HK$1,865 total
includes taxes & fees
13 Jan - 14 Jan
Serene Country Cabins 2 In the heart of Vermont
Terrace/patio
Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
9.2 out of 10, Wonderful, (27)
"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
Fridge, microwave, oven, stovetop
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!

Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!

Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Calais
9.8 out of 10, Exceptional, (35)
"Absolutely gorgeous place in beautiful Calais. Elegant and homey with everything one might need. Woke up or went to bed to the sound of loons and owls and a had a bear sighting! Rejuvenating and wonderful stay- thank you!"
United States
Nelson C.
The price is HK$1,297
HK$3,406 total
includes taxes & fees
12 Jan - 13 Jan
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
TV, fireplace, stereo
Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.8 out of 10, Excellent, (10)
"Location, close to everything"
United States
Dave D.
The price is HK$670
HK$2,115 total
includes taxes & fees
13 Jan - 14 Jan
Inviting condo near skiing and golf, with fireplace and deck
Exterior
NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (180)
"Perfect location in Stowe, lovely spacious loft with great hosts!!"
United States
Max M.
The price is HK$1,285
HK$2,164 total
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

Northern Lights Lodge

Northern Lights Lodge

10/10 Excellent
"Great, clean, hot tub was nice after long day on mountain. 5 minute shuttle ride to mountain. "
Ryan 3-night trip
Posted 3 days ago
Northern Lights Lodge

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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Look no further and take a look at our great range of rental properties in Middlesex!

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.

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.