Apartment holiday rentals in Middlesex

Find and book unique apartments on Airbnb

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 3,260 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!

Top-rated apartment rentals in Middlesex

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

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Top guest favourite
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.
Flat 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

LocationFamilyLayout

Top 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, 201 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.

FamilyLocationAmenities

Top guest favourite
A spacious living area is furnished with a comfortable gray sofa and a reclining chair, complemented by a patterned area rug. Light-colored walls are paired with gray curtains, while a television is mounted on the wall, creating a relaxed atmosphere for leisure.
Flat in Waterbury
4.99 out of 5 average rating, 152 reviews

Village Oasis 3-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 to the open floor plan at the end of the day and cozy up on a king sized bed watching Netflix's.

LocationValueLong stay

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
4.88 out of 5 average rating, 799 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.

FamilyValueComfort

Guest favourite
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.
Flat in Waterbury
4.96 out of 5 average rating, 110 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

ValueLocationCleanliness

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, 185 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.

FamilyValueSolo travel

Top guest favourite
The exterior of a two-story home is shown, featuring a light gray siding. Large windows with white frames allow natural light. Flowering plants bloom in vibrant colors along the side, enhancing the greenery of the surrounding lawn. A vehicle is parked adjacent to the house.
Flat in Waterbury
4.92 out of 5 average rating, 399 reviews

Waterbury Village Townhouse

Having trouble booking this property? Call Airbnb! Offering 2 spacious bedrooms, 1 bath with a bright living room/kitchen area. Brand new construction and appliances. This apartment is located on a quiet side street just a 5 minute walk to the quaint village area. Stowe, Sugarbush, Mt. Ellen, Mad River Glen and Bolton ski areas are all within 1/2 hour drive. There are also many amazing hiking, mtn biking, cross country skiing and excellent fishing opportunities nearby

LocationFamilyIndoor spaces

Guest favourite
Flat in Montpelier
4.76 out of 5 average rating, 229 reviews

Quiet retreat in the heart of Downtown Montpelier!

This is a private apartment on St Paul Street, 1 block away from everything downtown Montpelier has to offer! This apartment has been updated but maintains its historical charm. 1 bedroom with a queen bed. Eat in kitchen, Full size tub-shower bath. Radiator heat. Smart TV, WiFi. This space is a blend of new and a older fixtures and furnishings. Some are intentional and others are on a list for the next round of improvements. Everything is in good working order!

LocationValueWifi

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, 245 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!

LocationValueAccess

Top 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, 132 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.

LocationValueTV

Superhost
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
5.0 out of 5 average rating, 404 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.

LocationFamilyBiking

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, 467 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.

LocationValueAmenities

Popular amenities for Middlesex apartment rentals

When is the best time to visit Middlesex?

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Avg. price$171 SGD$187 SGD$157 SGD$159 SGD$159 SGD$162 SGD$149 SGD$153 SGD$163 SGD$194 SGD$153 SGD$162 SGD
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