
Apartment vacation 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.

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Waterbury Village Apartment
With the back country and the front town, travelers can settle in on the deck to enjoy the views, or set out to explore a happening downtown-just one block away. This second floor space is private, light filled, and quiet. Please note, we were previous Super Hosts before Covid. We're getting back into hosting with an even better apartment (more space, and two bedrooms!) We're not absentee investors running an AirBnb business; we live in an adjacent apartment and enjoy welcoming guests!

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.

Mt. Mansfield Retreat
This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

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!

The Perfect Cozy Weekend Escape
From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable KING bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

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.

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

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.

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.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier

Modern, cozy getaway in charming town (Apt 2A)

Stowe VT-Tinker Lane Farmhouse Apt.1

Sunny, 1 bedroom studio, walk to downtown.

Richmond Retreat

Beautiful private village apartment with king bed

Long Trail Suite - The Lodge at Wyckoff Maple

Private Resort Luxury in the Heart of Vermont
Private apartment rentals

Downtown Burlington, Renovated, 1 bedroom+

The Wolf's Den at Sugarbush Mt Ellen

The Hideaway

Spacious, Private Apartment w/ Mountain Views!

"Stowebury" Apartment

Modern & Charming Waterbury Village Apt - 1

Travelers Oasis in Montpelier

Waterbury Village Townhouse
Apartment rentals with a hot tub

Green Mountain Forest Retreat

Slopeside Bolton Valley Studio

Charming Private Apt in South End w/ Hot Tub

Hilltop Haven

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

Hot Tub | Bohemian Bungalow | Restaurants + Shops

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

Theatre in the Woods - Stowe, VT
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 CAD | $161 CAD | $161 CAD | $146 CAD | $144 CAD | $164 CAD | $161 CAD | $165 CAD | $176 CAD | $191 CAD | $151 CAD | $162 CAD |
| 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 apartment rentals in Middlesex

Total vacation rentals
Explore 40 vacation rentals in Middlesex

Nightly prices starting at
Middlesex vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,690 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Middlesex vacation 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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- Sugarbush Resort
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