Vacation rentals in Middlesex

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middlesex

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Barn in Middlesex
Four Season Country Escape at Lone Elm Farm
This 2nd floor barn apartment is a bright and airy space to enjoy quiet, cozy and private country living. Lone Elm Farm is an easy 5 mile drive from downtown Montpelier, 37 minutes to Stowe, VT and 1 hr 22 min. to the Canadian border. Many nordic and alpine ski resorts within an hours drive. Come experience sunrises and sunsets, Fall foliage, and snow (seasonal). The property is 40 acres of organic farm and forest and 1086 ft above the sea! We have adopted Airbnb's strict cleaning protocol
May 1 – 8
$148 CAD per night
4.83 out of 5 average rating, 254 reviews
Guest favourite
Barn in Middlesex
Jules Gem
Reconditioned Barn Apartment. One large room with 4 large windows creating much natural light with kitchenette, no oven at this time, but there is a toaster oven & BBQ Grill for your use Overlooking Mountains and situated next to a river. Enjoy the sounds and views of country on this 90 acre property. All new amenities and full bath with shower. Private swimming hole on property, steps from sought after hiking, 12 minutes to downtown Montpelier with fine dining, bars and unique shopping.
Jun. 3 – 10
$196 CAD per night
4.98 out of 5 average rating, 197 reviews
Guest favourite
Guest suite in Middlesex
Morningstar Meadow - your home in Vermont
You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Centrally located 3 miles from Montpelier. Snow tires or all-wheel drive recommended Nov-March.
Nov. 26 – Dec. 3
$197 CAD per night
5.0 out of 5 average rating, 272 reviews

Popular amenities for Middlesex vacation rentals

Stay near Middlesex's top sights

Three Penny Taproom102 locals recommend
The Skinny Pancake46 locals recommend
Positive Pie76 locals recommend
J Morgan's Steakhouse18 locals recommend
Red Hen Baking46 locals recommend
Mad Taco25 locals recommend

Other great vacation rentals in Middlesex

Guest favourite
Yurt in Montpelier
Private 4-Season Country Yurt Close to Town
Dec. 17 – 24
$166 CAD per night
4.95 out of 5 average rating, 501 reviews
Guest favourite
Apartment in Waterbury Center
Launch your epic vacation from the Zenbarn!
Apr. 26 – May 3
$178 CAD per night
4.95 out of 5 average rating, 132 reviews
Guest favourite
Guest suite in Waterbury Center
Modern Farmhouse with Sunset Mountain Views
Apr. 16 – 23
$268 CAD per night
4.96 out of 5 average rating, 217 reviews
Guest favourite
Bungalow in Worcester
Yurt in the Mountains Minister Brook Rd- Worcester
Jun. 25 – Jul. 2
$244 CAD per night
4.97 out of 5 average rating, 581 reviews
Guest favourite
Cabin in Waterbury Center
44 Degrees North
Aug. 22 – 29
$591 CAD per night
4.97 out of 5 average rating, 171 reviews
Guest favourite
Apartment in Waterbury
Village Suite
Jan. 28 – Feb. 4
$251 CAD per night
4.98 out of 5 average rating, 317 reviews
Guest favourite
Cottage in Waitsfield
The Bent Hill Schoolhouse
Oct. 23 – 30
$175 CAD per night
4.94 out of 5 average rating, 224 reviews
Superhost
Apartment in Waterbury
Comfort center of adventure
Nov. 15 – 22
$192 CAD per night
4.78 out of 5 average rating, 376 reviews
Guest favourite
Guest suite in East Montpelier
Cozy two bedroom private suite with free parking
Jan. 16 – 23
$194 CAD per night
4.95 out of 5 average rating, 159 reviews
Guest favourite
Farm stay in Berlin
Farm Stay - Working hop and livestock farm
Oct. 27 – Nov. 3
$228 CAD per night
4.95 out of 5 average rating, 173 reviews
Guest favourite
Guest suite in East Montpelier
Cottage Farmhouse Apartment in Heart of Vermont!
Apr. 13 – 20
$180 CAD per night
4.94 out of 5 average rating, 267 reviews
Guest favourite
Apartment in Montpelier
The Studio - in the heart of Montpelier
May 28 – Jun. 4
$138 CAD per night
4.89 out of 5 average rating, 110 reviews

Quick stats about vacation rentals in Middlesex

Total rentals

140 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

70 properties are a good fit for families

Total number of reviews

11K reviews

Nightly prices starting at

$54 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Washington County
  5. Middlesex