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

Compare 45 Cottages in Middlesex with updated reviews, rates, and availability.

Dog-friendly cottage on acreage with nearby creek & wood stove

9.0 out of 10, Wonderful, (55)
"The house was cute, and the location was good. We liked the woods and stream around the house and the quiet road it was on. The views of the woods out the windows were lovely. There were a few old board games for the kids, but not much else for them to do when it was raining. The TV worked well, and we had internet. The bed downstairs was a little hard and the sheets looked old. Some of the furniture was obviously old, but we didn't use a lot of it anyway. The kids stayed in the loft and...
Dog-friendly cottage on acreage with nearby creek & wood stove

Very private, dog-friendly country house with hot tub on a lovely 10 acre meadow

9.6 out of 10, Exceptional, (111)
"Great place to stay. Close to Stowe. Pet friendly. "
Very private, dog-friendly country house with hot tub on a lovely 10 acre meadow

Charming cottage on working farm near Stowe

10.0 out of 10, Exceptional, (136)
"This place was fantastic. My son loved the animals and did not want to leave. It was clean and everything looked as pictured. "
Charming cottage on working farm near Stowe

Absolutely Gorgeous Vermont Garden Cottage

10.0 out of 10, Exceptional, (10)
"Wonderful property-immaculate and comfortable! We enjoyed being so close to our family, but you will enjoy this place whatever your plans are!"
Absolutely Gorgeous Vermont Garden Cottage

Mountain Getaway | Hot Tub | Private Deck | Views

10.0 out of 10, Exceptional, (27)
"The house was extremely clean and well decorated. It had everything we needed for a family vacation with young children in Stowe. We used rentals from Stowe Baby rentals that were dropped off at the home which was great. The location was close to town but nice and quiet. Loved it!"
Mountain Getaway | Hot Tub | Private Deck | Views

Sunny Morristown Home - Walk to Restaurants!

3.0 star property
Sunny Morristown Home - Walk to Restaurants!

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cabin had everything we needed for a pleasant stay."
Cozy cabin in the heart of ski country.

A cottage in the mountains minutes from skiing & hiking

9.0 out of 10, Wonderful, (6)
"Wife and I will probably book this amazing little cottage for all trips to Vermont. Cottage in country with Amazing Views, that’s what my wife and I wanted, and we couldn’t have imagined finding a better place."
The price is SAR 751
SAR 1,107 total
includes taxes & fees
29 Dec - 30 Dec
A cottage in the mountains minutes from skiing & hiking

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (24)
"We loved staying at this lovely cottage. Very comfortable bedding, nice bathroom/shower, gas stove warmed up the space beautifully, and the kitchenette was fine for brewing coffee, storing our lunch stuff and beer/wine for two. We were able to bring our dog and walk the nearby road which was super quiet before heading off to explore the area. Really sweet spot."
Sun drenched cozy cottage on budding 17 acre homestead

Cheerful 3 Bedroom Mountain Cottage

9.8 out of 10, Exceptional, (15)
"Amazing communication for rental, description right on, so comfortable from the livingroom with a delightful gas stove so easy to use to the most comfortable beds and bedding ever. Property description right on. Thank you so much. "
Cheerful 3 Bedroom Mountain Cottage

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (26)
"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."
Cozy Cabin Retreat

Cottage in the Woods, close to everything in Stowe

9.6 out of 10, Exceptional, (18)
"Property exactly as described. Older house, but very clean - even the downstairs furnace room/laundry room. I was impressed by that! The layout was fun- very spacious, can sleep lots of people. It was a charming place to stay. We used it as our home base for the week while we visited Kennebunkport & Portland for a couple days. Location is perfect & quiet. Quick & easy to get to downtown Stowe."
Cottage in the Woods, close to everything in Stowe

Brookside cabin on Budding Homestead

10.0 out of 10, Exceptional, (14)
"Very responsive. Had everything we needed. Peaceful. Wish we had more time to take advantage of the surroundings. Would definitely return. "
Brookside cabin on Budding Homestead

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

9.8 out of 10, Exceptional, (8)
"This property was exactly what you want when you come to Warren, VT. Perfect for our family’s holiday and close to all the Mad River Valley has to offer. The hosts were great! "
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

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

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

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

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

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

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

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

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!

6 Mi to Stowe Mountain: Home w/ Yard!

3.0 star property
6 Mi to Stowe Mountain: Home w/ Yard!
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, (275)
"Not bad. Needs an update but for the price it was adorable. "
Stowe Cabins in the Woods

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very Good, (106)
"I didn’t like that we did not have shampoo or conditioner in our unit! I also thought each unit should carry salt and pepper! The facility was not full and we had a person next to us! I would think you would separate your guests out for more privacy and quietness! "
Smugglers' Notch Resort

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is SAR 902
SAR 1,754 total
includes taxes & fees
6 Jan - 7 January 2025
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.

Frequently asked questions

Why book your cottage in Middlesex with Expedia?
We think a getaway should be a piece of cake, so if you’re looking for cottages in Middlesex at a nice price, Expedia delivers. Save cash and pick an inexpensive option far from the hustle and bustle, or book a 5-star cottage to spoil your favorite people.
How can I find cheap cottages in Middlesex?
With Expedia’s helpful filter tool, scoring cheap cottages in Middlesex is a snap. To discover accommodations that are friendly on the wallet, refine your search by amenities, budget and star rating.