An aerial view of a rural area with autumn-colored trees, a river, and scattered houses.

Search Chalets in Middlesex from CA $445

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlesex chalets

Exterior

1. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (48 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is CA $214
CA $538 total
includes taxes & fees
Aug 9 - Aug 10
Magnificent any time of year
Property grounds

2. Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8

Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
The price is CA $631
CA $1,210 total
includes taxes & fees
Aug 11 - Aug 12
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
Exterior detail

3. Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.

Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.
Morristown
9.4 out of 10, Exceptional, (50 reviews)
"Great location and layout."
United States
Charles R.
The price is CA $173
CA $445 total
includes taxes & fees
Sep 3 - Sep 4
Large -2 floor, 2-bedroom condo with Game Room, 5 min to Stowe.
Property grounds

4. Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
The price is CA $231
CA $565 total
includes taxes & fees
Aug 25 - Aug 26
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
Exterior

5. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (20 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is CA $316
CA $621 total
includes taxes & fees
Sep 2 - Sep 3
Dreamy Artist Chalet in Secluded Historic Village
Exterior

6. Chalet 3 Min to Smuggs | Fire Pit | Dog-Friendly

Chalet 3 Min to Smuggs | Fire Pit | Dog-Friendly
Cambridge
9.8 out of 10, Exceptional, (38 reviews)
"Cute place, great for a family of four, excellent communication with owner. "
United States
Dawn C.
The price is CA $219
CA $487 total
includes taxes & fees
Aug 23 - Aug 24
Chalet 3 Min to Smuggs | Fire Pit | Dog-Friendly
Exterior

7. Blue - 2 Mins to Smugglers ski Mtns - Dog Friendly

Blue - 2 Mins to Smugglers ski Mtns - Dog Friendly
Jeffersonville
10.0 out of 10, Exceptional, (45 reviews)
"The cabin is cozy - perfect for two - and had all needed amenities and a few welcoming touches. The location is peaceful without being too remote and the host was easy to communicate with. "
United States
Jennifer O.
The price is CA $233
CA $474 total
includes taxes & fees
Aug 14 - Aug 15
Blue - 2 Mins to Smugglers ski Mtns - Dog Friendly
Exterior

8. 2 mins to Smuggs, Fireplace

2 mins to Smuggs, Fireplace
Cambridge
10.0 out of 10, Exceptional, (92 reviews)
"This place is fantastic. Clean, has everything you need, location is wonderful. Maude is a great host!"
United States
C G.
The price is CA $230
CA $469 total
includes taxes & fees
Aug 11 - Aug 12
2 mins to Smuggs, Fireplace
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Sun & Ski Inn And Suites

Sun & Ski Inn And Suites

10/10 Excellent
"We had a wonderful stay at Sun & Ski Inn & Suites and would absolutely stay here again! We were even upgraded to a room with a beautiful river view, which was so peaceful and made our stay even more special. The rooms are beautifully renovated, spotless, and very comfortable. The bed was incredibly comfortable, and the entire property is well maintained. The grounds are so pretty, and the setting along the river is relaxing and scenic. Our first room had a connecting door, and we could hear everything from the room next door. We called the front desk, and they immediately found us another room. The staff couldn't have been kinder or more accommodating, and they made the switch quick and stress-free. We really appreciated how seriously they took our concern and how genuinely friendly they were. Excellent customer service, beautiful accommodations, and a peaceful setting made this a fantastic stay. We highly recommend Sun & Ski Inn & Suites and look forward to coming back!"
Meredith 2-night trip
Posted 9 hours ago
Sun & Ski Inn And Suites

Find out more about Middlesex

Middlesex Chalets information

Number of reviews
251
Accommodation
35 Chalets
Lowest Price
CA $445
Highest Price
CA $1,210

Explore a world of travel with Expedia