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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.

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Guest favourite
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.
Flat in Richmond
4.92 out of 5 average rating, 133 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!

Guest favourite
A bright living area features a blue sofa paired with a rustic green coffee table. Two patterned armchairs and a reading lamp are positioned to create a cozy seating arrangement. Large windows allow natural light to fill the space, complemented by a decorative electric fireplace.
Flat in Montpelier
4.95 out of 5 average rating, 184 reviews

Potter’s Place

Lovely 2-bedroom close to everything, Potter’s Place is the perfect hub for your stay in Vermont. Only 30-40 minutes to Stowe, Bolton, Sugarbush, and plenty of amazing Nordic trails, the space provides a welcoming retreat after a day of skiing, hiking, or biking. If biking is your thing, the apartment backs up to the Cross Vermont Trail, and is a great jumping off point for adventure. The apartment is also a short (10-15 minute) walk to downtown and all the shops on Main and State Street.

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, 754 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, 450 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 favourite
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.
Flat in Underhill
4.97 out of 5 average rating, 395 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.

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, 121 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!

Guest favourite
A cozy living room is depicted, featuring a brown leather sofa adorned with decorative pillows. A wooden coffee table stands in the center, holding various items. A lampshade softly illuminates the space, and a mirror is mounted on the wall, reflecting light from a ceiling fixture.
Flat in Waitsfield
4.94 out of 5 average rating, 241 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

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, 172 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 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.
Flat in Montpelier
4.91 out of 5 average rating, 192 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.

Guest favourite
A bright blue door welcomes guests, framed by large windows that allow natural light to enter. A decorative wreath hangs on the door, while a planter holds vibrant yellow flowers nearby on the porch, surrounded by green foliage.
Flat in Barre
4.86 out of 5 average rating, 205 reviews

Studio suite in Barre

Come rest or play at my 2-room Studio apartment! Total privacy! Once the relished home of my grandparents. Conveniently located just off I89 and close to downtown, but in a neighborhood on a dead in street. Whether you come for work or leisure, the high speed internet is a plus! I have been hosting now for nine years and promise to make your stay as comfortable and pleasant as possible! Just let me know your reason for booking! You won't be disappointed!

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, 234 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
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, 438 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$149 SGD$149 SGD$149 SGD$135 SGD$134 SGD$152 SGD$149 SGD$153 SGD$163 SGD$194 SGD$153 SGD$162 SGD
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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 $51 SGD 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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