Search Cottages in Middlesex

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 36 Cottages in Middlesex with updated reviews, rates, and availability.

Sunny Morristown Home - Walk to Restaurants!

3.0 star property
Sunny Morristown Home - Walk to Restaurants!

Jeffersonville Home w/ Deck Near Hiking & Climbing

3.0 star property
Jeffersonville Home w/ Deck Near Hiking & Climbing

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!

3.0 star property
6.0 out of 10, (2)
Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Hardwick Family Farmhouse on Vast Snowmobile Trail

3.0 star property
10.0 out of 10, Exceptional, (1)
"Exceptional - clean, comfortable, responsive communication, and has all the amenities necessary. Only need grocery!"
Hardwick Family Farmhouse on Vast Snowmobile Trail

West Danville Cabin: Day Trip to Stowe Mtn!

3.0 star property
8.0 out of 10, Very Good, (1)
West Danville Cabin: Day Trip to Stowe Mtn!

Pet-friendly House w/ Deck - 10 Mi to Stowe Mtn!

3.0 star property
Pet-friendly House w/ Deck - 10 Mi to Stowe Mtn!

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

3.0 star property
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

Charming Waitsfield Escape: 10 Mi to Sugarbush!

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Waitsfield Escape: 10 Mi to Sugarbush!

4 Mi to Sugarbush Resort: Waitsfield Retreat

3.0 star property
4.0 out of 10, (1)
"A few days before arrival, we were sent an email containing instructions for the property. These instructions were addressed to another individual and dated 2021, which seems to be an indication of the last time the property had any attention. Arrival was fairly smooth, following the instruction sheet. The exterior of the house was somewhat worn, with sections of missing gutter, worn paint, and loose entry steps. Inside, both the garage and in the main living area were cluttered and dusty. It...
4 Mi to Sugarbush Resort: Waitsfield Retreat

Luxe 14-acre Vermont Countryside Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home has it all! Beautifully decorated, cozy fireplace, spacious private surroundings, the BEST claw foot bathtubs, mountain and star views magnificent! We had 12 people and the home’s size afforded us all plenty of privacy. Great stove in kitchen. Plenty of firewood stacked. Off grid living was cool! No TVs! Such a needed break from the seasonal chaos! Highly recommend ❤️"
Luxe 14-acre Vermont Countryside Lodge!

Inviting A-frame Cabin w/ Saltwater Hot Tub!

3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!

Lovely Brookfield Home w/ Private Deck & Views

3.0 star property
10.0 out of 10, Exceptional, (1)
" Lovely home, beautifully furnished "
Lovely Brookfield Home w/ Private Deck & Views

The Woods Lodge

3.0 star property
8.0 out of 10, Very Good, (6)
"I loved this place. It's a rustic cottage with all the amenities. It was near the university so it was easy to go back and forth. It was clean and cozy, tucked away in the foliage. The host and hostess were very accommodating and responsive. I hope to stay here again next year. "
The Woods Lodge

Cozy Home w/ Sauna: Mins to Stowe Mountain Resort

3.0 star property
Cozy Home w/ Sauna: Mins to Stowe Mountain Resort

Spacious Family Home w/ Deck & Yard: 5 Mi to Stowe

3.0 star property
Spacious Family Home w/ Deck & Yard: 5 Mi to Stowe

6 Mi to Stowe Mountain: Home w/ Yard!

3.0 star property
6 Mi to Stowe Mountain: Home w/ Yard!

Ride From Your Door: Cabin w/ Vast Trail Access!

3.0 star property
Ride From Your Door: Cabin w/ Vast Trail Access!
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.
Don't see what you're looking for?
See all available properties in Middlesex
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlesex

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (284)
"Great spot with everything we were looking for!"
Stowe Cabins in the Woods

Bridges Resort

3.5 star property
7.4 out of 10, Good, (9)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is NT$5,813
NT$7,727 total
includes taxes & fees
Apr 9 - Apr 10
Bridges Resort

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very Good, (108)
"Wish we could have stayed longer! "
The price is NT$8,356
NT$11,598 total
includes taxes & fees
Apr 23 - Apr 24
Smugglers' Notch 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.

Frequently asked questions

Why book your cottage in Middlesex with Expedia?
Booking a cottage in Middlesex is as easy as entering your travel dates and selecting an ideal place for outdoor fun and relaxation. From ritzy retreats to budget-friendly properties and cottages that include amenities like laundry facilities, Expedia has something for all traveler tastes. As for awesome deals? We have them too!
How can I find cheap cottages in Middlesex?
With Expedia’s useful filter tool, scoring cheap cottages in Middlesex is easy. To view accommodations that are very pocket friendly, narrow your search by amenities, star rating and budget.