Apartment holiday rentals in Middlesex

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Top-rated apartment rentals in Middlesex

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Guest favourite
The exterior of the duplex is showcased, featuring a welcoming porch with two umbrellas over a seating area. Steps lead up to the porch, surrounded by lush greenery and neatly arranged flower beds, and the house is embraced by mature trees.
Flat in Montpelier
4.87 out of 5 average rating, 749 reviews

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.

Top guest favourite
A jetted tub is positioned in a cozy corner, surrounded by battery-operated candles and fresh flowers. Soft natural light filters through a sheer curtain, enhancing the relaxing atmosphere. Decorative accents include small plants and toiletries arranged nearby, creating an inviting space for relaxation.
Flat in Waterbury
4.98 out of 5 average rating, 447 reviews

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.

Guest favourite
A cozy corner features a daybed dressed in a black and white checkered blanket, adorned with various pillows. A wall art piece with floral designs is displayed above, while a small table sits nearby. Natural light enters through a window covered by light gray curtains.
Flat in Barre
4.93 out of 5 average rating, 119 reviews

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!

Superhost
A spacious living area features a comfortable sofa and two armchairs, arranged around a round coffee table on a patterned area rug. Art prints adorn the walls, with natural light flowing through the window. The open layout connects to a renovated kitchen with bar seating.
Flat in Stowe
4.82 out of 5 average rating, 216 reviews

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

Top guest favourite
A cozy studio space is shown, highlighting a gray dresser and a red chair with a patterned cushion. The open kitchen area is visible in the background, featuring shelving with kitchen items, a small dining table, and modern appliances, all under soft lighting.
Flat in Montpelier
4.96 out of 5 average rating, 167 reviews

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.

Top guest favourite
A stone patio is featured with a circular arrangement of wooden chairs surrounding a firepit. Lush greenery is visible nearby, and a covered porch adorned with hanging flowers is accessible from the upper level of the building.
Flat in Stowe
4.97 out of 5 average rating, 142 reviews

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).

Superhost
A spacious living area features a large arched window allowing natural light to fill the room. A wooden coffee table is centered on the floor, while a small desk and chair sit nearby. Potted plants add a touch of greenery, complementing the earthy tones of the walls.
Flat in Waterbury Center
4.9 out of 5 average rating, 230 reviews

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!

Top guest favourite
A spacious wooden deck is surrounded by lush green trees, offering a serene outdoor space. Two colorful chairs, one blue and one orange, are positioned on the deck, inviting relaxation and enjoyment of the natural surroundings.
Flat in Underhill
4.98 out of 5 average rating, 276 reviews

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.

Top guest favourite
A spacious, two-story home is shown with a light-colored exterior and red shutters. The front porch features steps leading to the entrance. A gravel driveway provides access to a two-car garage visible on the right side of the image.
Flat in Waterbury
4.98 out of 5 average rating, 111 reviews

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!

Guest favourite
A warm living area features a corduroy sofa adorned with colorful throw pillows. Nearby, a decorative lamp stands on a side table, and a wooden cabinet adds storage space. Artwork depicting a tree hangs on the wall, complemented by natural light filtering through patterned window coverings.
Flat in Montpelier
4.96 out of 5 average rating, 107 reviews

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.

Top guest favourite
A serene landscape features a tranquil swimming pond surrounded by lush greenery. Rolling hills and distant mountains create a backdrop under a partly cloudy sky. Two lounge chairs in bright colors sit nearby, offering a peaceful spot for relaxation.
Flat in Stowe
4.99 out of 5 average rating, 377 reviews

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.

Top guest favourite
An open living space features a cozy seating area with a modern sectional sofa and a sleek coffee table. Natural light illuminates the room, with decorative plants and artwork enhancing the ambiance. The kitchen area showcases contemporary cabinetry and appliances, accompanied by exposed brick accents and a tin ceiling.
Flat in Montpelier
4.96 out of 5 average rating, 435 reviews

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

When is the best time to visit Middlesex?

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Avg. price€ 99€ 99€ 99€ 89€ 88€ 100€ 99€ 101€ 108€ 128€ 101€ 107
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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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