Apartment vacation rentals in Middlesex

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Top-rated apartment rentals in Middlesex

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Top guest favorite
The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.
Apartment in Morristown
5 out of 5 average rating, 109 reviews

Private Getaway on Lake Lamoille

Tucked away on Lake Lamoille in Morristown, this beautiful brand new apartment is just minutes from town and yet offers tranquility and spectacular views. The lake is home to eagles, herons, geese, ospreys and fish! You will see kayakers out there fishing! Stowe Mt and Smuggler’s Notch are both nearby. Breweries, art galleries, restaurants are close by. You can walk or bike to the 93 mile Lamoille Valley Rail Trail from our home. Our shed is available for storing your bikes, kayaks or skis.

Top guest favorite
A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.
Apartment in Richmond
4.93 out of 5 average rating, 114 reviews

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!

Top guest favorite
A two-story Folk Victorian house features a vibrant orange exterior, complemented by decorative trim and large windows. Lush greenery surrounds the entrance, with white hydrangeas adding a touch of color. The walkway leads to the front doors, inviting guests to explore the welcoming interior.
Apartment in Waterbury
4.99 out of 5 average rating, 325 reviews

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!

Top guest favorite
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.
Apartment in Waterbury
4.97 out of 5 average rating, 433 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.

Top guest favorite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Apartment in Underhill
4.97 out of 5 average rating, 380 reviews

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.

Top guest favorite
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.
Apartment in Montpelier
4.96 out of 5 average rating, 159 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.

Guest favorite
A bright living area is equipped with two blue velvet chairs positioned near a natural wood coffee table. Light enters through large windows, creating a warm ambiance. A rug with a geometric pattern covers the floor, complementing the overall modern bohemian decor.
Apartment in Montpelier
4.9 out of 5 average rating, 187 reviews

The Studio - in the heart of Montpelier

Welcome to The Studio in downtown Montpelier. This second floor unit is a cozy one bedroom with all you need for your stay. This charming renovated historic building is now an eclectic artful space with a separate bedroom, living room and kitchen/dining area. Walk to everything from here! One block to city center and all the downtown restaurants and shops. One off street parking space available. The perfect central location for exploring the surrounding areas.

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.
Apartment in Waterbury Center
4.91 out of 5 average rating, 222 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 favorite
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.
Apartment in Underhill
4.98 out of 5 average rating, 263 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.

Guest favorite
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.
Apartment in Montpelier
4.96 out of 5 average rating, 413 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.

Guest favorite
A bright living area is shown with a cozy gray couch, a brown bean bag chair, and a wooden dining table surrounded by two chairs. Light enters through a glass door leading to a private deck. A bedroom is visible in the background with a bed and soft drapes.
Apartment in Waterbury Center
4.94 out of 5 average rating, 166 reviews

The Howard Loft

Secluded couples' getaway centrally-located in the best part of Vermont. Enjoy the large private deck with views of Camels Hump. Dedicated secure room for bike and ski storage! Close to Route 100, next to Waterbury Reservoir, 5 mins to Waterbury and 10 mins to Stowe. Excellent post-ride/ski options nearby including The Alchemist, Cold Hollow Cider Mill (0.3 miles), and the Ben & Jerry's Factory.

Superhost
A compact bedroom features a murphy bed with gray bedding and a decorative throw. Nearby, shelves with neatly arranged towels and a wall-mounted artwork add visual interest. Natural light enters through a window, complemented by stylish window treatments.
Apartment in Stowe
4.83 out of 5 average rating, 463 reviews

Stowe's Lille Hus

Book Tiny, Live Big at the Lille Hus! 160sqft space designed by area tiny home innovators. Within every square foot you’ll enjoy varied high-end details; custom sapele cabinets, built-in murphy bed, birch flooring, wall hung TV, curb-less shower, and spacious covered porch amongst the trees. Throughout your stay, explore the space and how micro-living can provide all your wants, needs, and more.

Popular amenities for Middlesex apartment rentals

When is the best time to visit Middlesex?

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Avg. priceﺩ.ﺇ430ﺩ.ﺇ430ﺩ.ﺇ430ﺩ.ﺇ389ﺩ.ﺇ386ﺩ.ﺇ437ﺩ.ﺇ411ﺩ.ﺇ430ﺩ.ﺇ433ﺩ.ﺇ507ﺩ.ﺇ404ﺩ.ﺇ433
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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 ﺩ.ﺇ184 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Middlesex vacation rentals include wi-fi 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!