Apartment vacation rentals in Middlesex

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Quick stats about apartment rentals in Middlesex

  • Total vacation rentals

    Explore 30 vacation rentals in Middlesex

  • Nightly prices starting at

    Middlesex vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 3,260 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

    30 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!

Top-rated apartment rentals in Middlesex

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

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Top guest favorite
A spacious home is set against a mountainous backdrop, featuring large windows and a wraparound porch. The well-maintained lawn leads up to the house, while a small red structure is visible in the distance, providing a charming contrast to the green landscape.
Apartment in Waterbury Center
4.98 out of 5 average rating, 183 reviews

1 Bedroom apartment. Between Stowe and Waterbury.

This one bedroom apartment is in a quiet residential neighborhood nestled at the foot of Hunger Mtn. Private entryway, over garage of homeowner. Queen bed and pull out (queen) couch, with full kitchen, and laundry. Expansive views of the mountains. 10-15 minutes to Stowe village, 10 minutes to Waterbury. In the heart of the mountains, this cozy apartment is steps away from mountain biking and hiking, and within a short driving distance of several major ski resorts. No added cleaning Fees

Top guest favorite
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.
Apartment in Montpelier
4.88 out of 5 average rating, 785 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 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, 466 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 favorite
The inviting living area includes a spacious couch and a coffee table with a chessboard set up. Natural light filters in through three large windows, enhancing the room's brightness. A dining table is visible in the background, alongside the kitchen area.
Apartment in Waterbury Village Historic District
4.97 out of 5 average rating, 106 reviews

Hiking, Biking, Craft beer & Award Winning Dining

Waterbury, Vt.: The best little foodie town in New England says The Boston Globe 5.10.2024 At Vermont’s crossroads, in the heart of the Green Mountains, you will be a short drive to great food, drinks, mountains, biking, hiking, swimming, river kayaking, Waterbury Resevior, and Vermont’s capital. Located over the garage of owner with a private entrance. Stairs are required to access property. 3 mins to downtown Waterbury 15 mins to Montpelier 30 mins to Stowe, Waitsfield, or Burlington

Top guest favorite
A spacious living area features a stone fireplace, with comfortable seating arrangements including a sofa and armchairs. Natural wood accents and warm lighting create an inviting atmosphere. A large area rug anchors the space, while a wall-mounted TV is positioned for easy viewing.
Apartment in Cambridge
4.97 out of 5 average rating, 209 reviews

"Mansfield" Suite - The Lodge at Wyckoff Maple

This is a spacious self contained unit with its own entrance in a beautiful VT lodge right next to Smugglers' Notch Resort. Enjoy air conditioning, a gas fireplace & a large private deck w grill. Many things to do nearby all seasons. Minutes from hiking "The Notch" and the Long Trail. 15-20 minutes to dining in Stowe in the summer and fall seasons. In the winter months you will need to take a 50 min detour around the mountain to Stowe. Enjoy cooking in a warm, well appointed kitchen.

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, 181 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 favorite
The exterior of a spacious single-story home is presented, featuring a welcoming porch and a well-maintained yard with various shrubs. A neat pathway leads to the entrance, and a garage is visible on the right. The roof is angled and has a dark hue, contrasting the light siding.
Apartment in Waterbury
4.97 out of 5 average rating, 189 reviews

Lovely one-bedroom apartment

The apartment is centrally located - 5 minutes from Ben & Jerry's and Waterbury Village; 20 minutes from Stowe with great biking and hiking and 30 minutes from Burlington and Lake Champlain. Enjoy the spectacular views and relaxing atmosphere on your private deck. Although the apartment does not have air conditioning, it stays a cool 65 degrees on most days - you may even want to turn on the heat early on a summer morning! We require a minimum of a three-night stay.

Top guest favorite
A spacious outdoor area features vibrant red Adirondack chairs positioned around a circular fire pit. Lush green grass surrounds the seating, while trees and shrubs add natural beauty. A charming two-story building can be seen in the background, inviting guests to enjoy the tranquil setting.
Apartment in Waitsfield
4.92 out of 5 average rating, 375 reviews

Mountain View Retreat | Private Deck + Fast WiFi

Escape to a peaceful mountain-view retreat in Waitsfield—perfect for couples or a quiet remote work stay. Enjoy fast, reliable WiFi, a private deck, and everything you need for a simple, relaxing getaway in the heart of the Mad River Valley. Spend your mornings with coffee overlooking the mountains, work comfortably with high-speed internet, and unwind after a day of exploring nearby trails, skiing, or local restaurants. Ski/Mountain Bike/Hike/Swim = RESET

Superhost
An open-concept living area features polished hardwood floors and ample natural light. A dining table with purple chairs sits to the left, while a bookshelf is mounted against the wall. An easel-styled cart is positioned nearby, hinting at a welcoming and functional space.
Apartment in Waterbury Center
4.91 out of 5 average rating, 190 reviews

A Suite Zenbarn 2BR Apt | VIP Perks Live Music

Zenbarn Suite: 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 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.
Apartment in Montpelier
4.96 out of 5 average rating, 128 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 favorite
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.
Apartment in Stowe
4.99 out of 5 average rating, 399 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 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, 462 reviews

Miles Court 1BD 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 492ﺩ.ﺇ 540ﺩ.ﺇ 452ﺩ.ﺇ 389ﺩ.ﺇ 386ﺩ.ﺇ 437ﺩ.ﺇ 430ﺩ.ﺇ 441ﺩ.ﺇ 470ﺩ.ﺇ 558ﺩ.ﺇ 441ﺩ.ﺇ 466
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