Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Middlesex

Smugglers' Notch Resort
View from room

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very Good, (124)
"Nice view "
The price is ￥33,242
￥46,139 total
includes taxes & fees
Nov 12 - Nov 13
Smugglers' Notch Resort
Stowe Cabins in the Woods
One Bedroom w/ 1 King Bed (Pets not allowed) | Living area | 32-inch TV with cable channels

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (297)
"Beautiful property. Cozy cabin, nice and quiet. Would stay again"
Stowe Cabins in the Woods
Bridges Resort
Condo, 2 Bedrooms (Standard) | Private kitchen

Bridges Resort

3.5 star property
8.2 out of 10, Very Good, (15)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is ￥23,733
￥31,547 total
includes taxes & fees
Oct 26 - Oct 27
Bridges Resort
Cozy retreat, great for large groups and family gatherings with hot tub!
Terrace/patio

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

10.0 out of 10, Exceptional, (21)
"Great place for everyone to have their privacy but yet be together!"
The price is ￥57,150
￥150,856 total
includes taxes & fees
Oct 21 - Oct 22
Cozy retreat, great for large groups and family gatherings with hot tub!
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (27)
"Lovely farm and friendly hosts"
The price is ￥18,143
￥23,707 total
includes taxes & fees
Nov 4 - Nov 5
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Riverside Tiny House with hot tub near Stowe
Outdoor spa tub

Riverside Tiny House with hot tub near Stowe

9.6 out of 10, Exceptional, (7)
"Lovely modern tiny house tucked close to a pristine river, not far from lots of scenic hiking trails, restaurants, breweries, and shopping. We stayed a week and loved it."
The price is ￥30,087
￥65,647 total
includes taxes & fees
Oct 14 - Oct 15
Riverside Tiny House with hot tub near Stowe
Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski
Exterior

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

10.0 out of 10, Exceptional, (216)
"This is our third time staying at Goldilocks Cabin for a ski vacation. The location and amenities are perfect!"
The price is ￥26,458
￥55,353 total
includes taxes & fees
Nov 3 - Nov 4
Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski
Lakefront Vacation Home on Lake Elmore
Fridge, microwave, oven, stovetop

Lakefront Vacation Home on Lake Elmore

9.4 out of 10, Exceptional, (101)
"This is my families second time staying here. We love the views and the space. So cozy and comfortable. We will definitely be back for a third time."
Lakefront Vacation Home on Lake Elmore
Modern Condo Surrounded by Nature I Heart of Stowe
2 bedrooms, desk, iron/ironing board, WiFi

Modern Condo Surrounded by Nature I Heart of Stowe

9.6 out of 10, Exceptional, (14)
"This condo was so comfortable and clean for a long weekend away. And it is so close to the center of town!"
The price is ￥26,458
￥48,069 total
includes taxes & fees
Nov 3 - Nov 4
Modern Condo Surrounded by Nature I Heart of Stowe
Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R
Exterior

Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

9.2 out of 10, Wonderful, (73)
"Beautiful location and condo. The owner was very helpful and provided lots of fun information about the area. We were only there for one night, wish we could have enjoyed their place and the area a little longer."
The price is ￥26,609
￥57,233 total
includes taxes & fees
Nov 2 - Nov 3
Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R
Come join us for summer fun on the mountain!
Property grounds

Come join us for summer fun on the mountain!

9.0 out of 10, Wonderful, (20)
"Condo is nice and comfortable for our family - lovely family room, fireplace and view of the mountains. Ski out when Timberline lifts open, otherwise right next to the mountain, secluded away from crowds of the resort so best of both worlds. Family enjoyed our stay and really liked Bolton Valkey ski area. "
Come join us for summer fun on the mountain!
Beautifully renovated antique farmhouse on pristine lake.
Exterior

Beautifully renovated antique farmhouse on pristine lake.

9.8 out of 10, Exceptional, (209)
"The pond and the pond access are amazing. Love how quiet it is. I wish I had had more time to read out there by the water. Thanks for a wonderful venue and very easy stay."
Beautifully renovated antique farmhouse on pristine lake.
Chic 4-bedroom house in Stowe for a memorable getaway
Smart TV, books

Chic 4-bedroom house in Stowe for a memorable getaway

10.0 out of 10, Exceptional, (1)
"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."
Chic 4-bedroom house in Stowe for a memorable getaway
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
Interior

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

9.0 out of 10, Wonderful, (56)
"View"
The price is ￥11,490
￥55,577 total
includes taxes & fees
Oct 26 - Oct 27
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
A Canopy under the Stars
Property grounds

A Canopy under the Stars

10.0 out of 10, Exceptional, (1)
"Absolutely stunning spot, the first night we were a little worried about the canopy being very open with the front not zipping shut and the bottom being open all around but we had no issues whatsoever not even a worry. Totally awesome all around!"
The price is ￥11,339
￥19,473 total
includes taxes & fees
Oct 13 - Oct 14
A Canopy under the Stars
Conveniently located mountain condo with indoor pool & hot tub - close to skiing
TV, fireplace, books, stereo

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

8.4 out of 10, Very Good, (36)
"This place was ideal for our stay. It was clean and the manager was very responsive to any questions. The bunk room was perfect for our group!"
Conveniently located mountain condo with indoor pool & hot tub - close to skiing
Vineyard Cabin
Property grounds

Vineyard Cabin

10.0 out of 10, Exceptional, (4)
"Cozy cabin, pet friendly, lovely views! "
Vineyard Cabin
Charming cabin located one minute from the base of Sugarbush Resort
Outdoor dining

Charming cabin located one minute from the base of Sugarbush Resort

9.2 out of 10, Wonderful, (24)
"My friend and I had a great time. It is a tiny place, but it is cozy with everything you could need or ask for. Colin is very responsive. Absolutely will stay again!"
Charming cabin located one minute from the base of Sugarbush Resort
Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"
Fridge, microwave, oven, stovetop

Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"

10.0 out of 10, Exceptional, (104)
"Very lovely place! 😊"
The price is ￥23,812
￥30,396 total
includes taxes & fees
Oct 26 - Oct 27
Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (157)
"Close to everything - downtown Warren/Waitsfield, swimming, and biking trails. Perfect space for the weekend. "
The price is ￥32,657
￥66,548 total
includes taxes & fees
Oct 21 - Oct 22
Stetson Hollow Cabin by Stetson Brook
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

AWOL Stowe

AWOL Stowe

10/10 Excellent
"Nice breakfast. Comfortable rooms. Nice cleaning products. "
Ronald 3-night trip
Posted 3 days ago
AWOL Stowe

Find out more about Middlesex

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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?

Come join us for summer fun on the mountain!: You might want to consider this vacation home rental near Middlesex, which is located in the mountains and has an indoor pool, a fireplace, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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. Stowe Mountain Resort and Ben and Jerry's Factory are a couple of places you'll find in the larger area.

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.