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In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Cottages in Middlesex

Our top choices for Middlesex cottages

A cottage in the mountains
Exterior

A cottage in the mountains

9.6 out of 10, Exceptional, (11)
"Great quiet place to stay on a beautiful piece of land. Would stay here over a hotel any day!"
A cottage in the mountains
Countryside Cottage with Private Deck
Outdoor dining

Countryside Cottage with Private Deck

Countryside Cottage with Private Deck
Little house in the woods of Jericho - AC, W/D, Wifi, Patio
Exterior

Little house in the woods of Jericho - AC, W/D, Wifi, Patio

Little house in the woods of Jericho - AC, W/D, Wifi, Patio
Cozy Cabin Retreat
Property grounds

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (31)
"This cabin was perfect! Clean and lovely - loved opening the back door and hearing the brook go by in the back yard. The hosts were super kind and considerate. Loved meeting their puppies! Would go back in a heartbeat - super convenient to the highway and easy to get to and from."
Cozy Cabin Retreat
Cheerful 3 Bedroom Mountain Cottage
Exterior

Cheerful 3 Bedroom Mountain Cottage

9.8 out of 10, Exceptional, (19)
"A perfect cottage for 2 couples. We loved the fireplace and the great location. The host had great communication and shared a helpful vacation guide."
Cheerful 3 Bedroom Mountain Cottage
Rural Retreat 3 Mi to Morrisville & Rail Trail!
House (3 Bedrooms) | Interior

Rural Retreat 3 Mi to Morrisville & Rail Trail!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was absolutely lovely. We really enjoyed our stay. It was a perfect house to relax after a long day. We all slept well in comfortable beds and the kitchen was perfect to cook in. "
Rural Retreat 3 Mi to Morrisville & Rail Trail!
Sun drenched cozy cottage on budding 17 acre homestead
Exterior

Sun drenched cozy cottage on budding 17 acre homestead

10.0 out of 10, Exceptional, (34)
"I had an amazing time in the sun drenched cozy cottage!Thank you!"
Sun drenched cozy cottage on budding 17 acre homestead
Mtn Views | Bike & Hike | Hot Tub | Private Deck
Exterior

Mtn Views | Bike & Hike | Hot Tub | Private Deck

10.0 out of 10, Exceptional, (37)
"Beautiful home. We will definitely stay again had everything we needed for our family and close to Stowe village. "
Mtn Views | Bike & Hike | Hot Tub | Private Deck
Jeffersonville Home w/ Deck Near Hiking & Climbing
House (2 Bedrooms) | Interior

Jeffersonville Home w/ Deck Near Hiking & Climbing

3.0 star property
Jeffersonville Home w/ Deck Near Hiking & Climbing
Sunny Morristown Home - Walk to Restaurants!
House (2 Bedrooms) | Interior

Sunny Morristown Home - Walk to Restaurants!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and tidy in a wonderful neighborhood. Everything you need to be comfortable and feel at home. The house itself in adorable and the furnishings are very fresh and comfy. The only thing I would suggest in the future in window air conditioning units. Vermont is just getting hotter than usual. My family stayed here while visiting me and were very pleased with their stay. "
Sunny Morristown Home - Walk to Restaurants!
Remote Cabin w/ Fire Pit: 3 Miles to Stowe Mtn!
House (1 Bedroom) | Interior

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!
Ride From Your Door: Cabin w/ Vast Trail Access!
House (2 Bedrooms) | Interior

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

3.0 star property
Ride From Your Door: Cabin w/ Vast Trail Access!
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!
House (2 Bedrooms) | Interior

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!
House (3 Bedrooms) | Interior

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!
Luxe 14-acre Vermont Countryside Lodge!
House (5 Bedrooms) | Interior

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!
Cozy Home w/ Sauna: Mins to Stowe Mountain Resort
House (3 Bedrooms) | Interior

Cozy Home w/ Sauna: Mins to Stowe Mountain Resort

3.0 star property
Cozy Home w/ Sauna: Mins to Stowe Mountain Resort
Lovely Brookfield Home w/ Private Deck & Views
House (4 Bedrooms) | Interior

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
Family-friendly Retreat in Barre: 2 Spacious Decks
House (4 Bedrooms) | Interior

Family-friendly Retreat in Barre: 2 Spacious Decks

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was perfect for my family as we traveled for a wedding. My two brothers and our family’s got comfortably in this wonderful home that was very close to the venue. We had easy access to all local spots and it had everything we could ask for. Very responsive hosts and all around amazing people and experience. Would recommend!!!!"
Family-friendly Retreat in Barre: 2 Spacious Decks
Hardwick Family Farmhouse on Vast Snowmobile Trail
House (3 Bedrooms) | Front of property

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
4 Mi to Sugarbush Resort: Waitsfield Retreat
House (4 Bedrooms) | Interior

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
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Property has convenient parking and is safe and clean."
Anne Marie 2-night trip
Posted 1 day ago
My Place Hotel-Randolph VT

Frequently asked questions

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