
Apartment holiday rentals in Middlesex
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Middlesex
Guests agree: these apartments are highly rated for location, cleanliness and more.

Entire 2nd Floor Walk to Montpelier
Five minute walk to the prettiest and coolest state capital in the country. Entire second floor duplex with separate entrance up a flight of stairs. Beautiful porch. Perfect base to explore Vermont; hiking, skiing, biking. Hosts live downstairs. Dogs are welcome with conditions. (Note the reservation requirements) Limit 4 people. (Includes toddlers and infants) If you are a skier, we're e less than an 40 minutes to major Ski areas. You won't have to pay resort prices and have a more room.

Village Oasis 2 -the crossroads of VT
A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

Cute and Functional One Bedroom in Barre VT!
Enjoy a stay at this stylish experience at this centrally-located place! Three separate rooms. Large Bathroom and Kitchen and Bedroom/Living Room. The full size bed has a trundle underneath to pull out a twin size bed. The shades and curtains in the bedroom are blockout shades to keep out the lights of the night. Lots of off street parking and separate private entrance. You will be on the first floor apartment. There is an apt above the studio that is also rented to Air B and B travelers!

Little Yellow House in the Village, Summit.
Enjoy a piece of Stowe history in the heart of the lower village. Quickly set up base camp for all of your Vermont adventures in this cozy, 2-story apartment. Grocery store steps away or take a leisurely stroll down Main St. to all of the best bars, restaurants, shops, and amenities. We provide our guests with space and privacy but we are local and are available. We do not provide concierge services. No pet fee We work with a professional cleaner & laundry service after each turnover

Contemporary Studio in Montpelier
Keep it simple at this peaceful and centrally-located place just minutes from downtown Montpelier. A contemporary studio set within the charm of a historical building. Relax under the apple tree with your morning coffee or take a five minute walk into town for freshly-baked pastries. Discover what our vibrant little city has to offer without ever getting into your car. No matter the season, there are great places nearby to explore for swimming, hiking, biking, and skiing.

Mountain Road Apartment, Optimal Location
Prime location on the Mountain Road with easy access to Stowe's best restaurants, bars, and shops. Mountain and Fat bike rentals are available next door at Ranch Camp with the legendary Cady Hill trailhead less than 100 yards away! Or grab the free shuttle to the mountain for endless winter adventures. Start or end your day with a luxury infrared sauna. Grill dinner and relax outside on the beautiful stone patio (space heaters can cut the chill on colder evenings).

B suite Zenbarn 2BR Apt | VIP Perks Live Music
Zenbarn Loft: A Cozy 2-Bedroom Retreat Above Vermont’s Iconic Music Venue 🎶⛰️🍻 Stay in the heart of Vermont, just minutes from Stowe, Waterbury, and top breweries like Alchemist and Lawson’s! This 2-bedroom suite offers a cozy retreat with a kitchenette, fast WiFi, and a private entrance (shared hallway). Live music below creates a vibrant atmosphere. Please message us before booking with any questions to ensure this is the perfect stay for you!

Mountain Road Getaway
This private one-bedroom non-smoking apartment is located in Underhill, Vermont. The property is located just down the road from Underhill State Park, at the base of Mt. Mansfield. The apartment has recently been completely renovated and includes a tiled rain shower, soaking tub and large private back deck. It is just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; and 35 minutes to Burlington.

Ray's Getaway
Kick back and relax in this spacious one-bedroom apartment with a private entryway and patio overlooking the majestic Green Mountains. Located just one-half mile from the beautiful Waterbury reservoir, it is perfect for swimming, boating and fishing. (And ice fishing in the winter!) A superb location within a half hour drive to three hospitals, four major ski areas, and less than three miles from all downtown Waterbury has to offer!

Stylish Montpelier 2BR Apt. Walk to town
Stylish renovation in this sunny 2 bedroom Montpelier apartment. Entire second floor of a two unit house. Two large bedrooms, open living/dining room with wood floors throughout. Roku tv, large covered porch from living room and primary bedroom and fully equipped kitchen including washer/dryer, dishwasher, gas stove and microwave. 10 minute walk to downtown. Centrally located for skiing, hiking and exploring. Parking on site.

Private Apartment w/Mountain views & Hot Tub
This private apartment off our main house is an amazing space with jaw dropping views! Apartment has private entrance and everything is cleaned & disinfected in between stays. Unit has fully stocked kitchen, huge bathroom w. laundry and expansive views of Mount Mansfield. Also enjoy the salt water hot tub year round. A 5-minute drive to the middle of Stowe Village and a 15 minute drive to Stowe Mountain and Resort from there.

Miles Court Downtown Montpelier
Curious about what makes the Smallest State Capital so amazing? Come stay at Miles Court named after Anne G. Miles in the 1890's. This is a newly renovated space combining late 19th century charm with modern conveniences. Right in downtown Montpelier there's no need to drive to enjoy the multiple restaurants and entertainment. Plus we're 30 minutes from all the skiing. Were centrally located in the heart of Vermont.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

Deluxe Cute Apt - 1 Min Walk Dining + Shops

Stowe Stay

Overlook at the Office

Stowe VT-Tinker Lane Farmhouse Apt.1

Sunny, 1 bedroom studio, walk to downtown.

1 Bedroom apartment. Between Stowe and Waterbury.

Gorgeous unique space minutes from Stowe mountain

Mary's House in Moretown Village
Private apartment rentals

Spring Hill Farm, coffee & hot tub

Neighboring the oldest Covered Bridge in VT!

Hideaway studio: breweries, skiing, dogs welcome

The Cider Loft

Spacious, Private Apartment w/ Mountain Views!

1 mile from Mtn. Clean loft apt. Private hot tub.

Historic Wayside Farm - a working dairy farm

The River Loft | Funky VT Getaway w. Swedish Sauna
Apartment rentals with a hot tub

Green Mountain Forest Retreat

Charming Private Apt in South End w/ Hot Tub

Hilltop Haven

Hidden Retreat at Mountainside New* Studio Condo

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

Theatre in the Woods - Stowe, VT

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

Cozy Country Apartment with private hot tub
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 99 | € 99 | € 99 | € 89 | € 88 | € 100 | € 99 | € 101 | € 108 | € 128 | € 101 | € 107 |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about flat rentals in Middlesex

Total holiday rentals
Explore 30 holiday rentals in Middlesex

Nightly prices starting at
Middlesex holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 3,070 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Middlesex holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Middlesex rentals

4.8 Average rating
Middlesex stays are highly rated by guests – averaging 4.8 out of 5!
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