
Apartment holiday rentals in Middlesex
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Top-rated apartment rentals in Middlesex
Guests agree: these apartments are highly rated for location, cleanliness and more.

Studio suite in Barre
Come rest or play at my 2-room Studio apartment! Total privacy! Once the relished home of my grandparents, ( Italian and English heritage)! 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!

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!

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.

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!

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.

Modern & Charming Waterbury Village Apt - 1
Our remodeled village apartment is a nestled right in the heart of the village offering you all that Waterbury has to offer for dining, entertainment, and craft beer, all within walking distance from this modern and private apartment. Whether your coming into Waterbury for a get away, extended stay, or business our beautiful unit boasts some amazing amenities from a business center to ROKU TV's in both the living room and bedroom streaming complimentary Netflix and Hulu.

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.

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!

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.

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.

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.

Lily's Nest on Main Street (Extended)
Look no further! This beautiful suite is nestled in Stowe Historic Village. The property is located on the continuation of Main Street--an easy 2 minute walk, 3 houses down! Avoid the traffic and enjoy the best of both worlds with premiere access to retail shops and restaurants, as well as hiking trails, recreation, and free shuttle service to Stowe Mountain. The perfect getaway to experience all that Vermont has to offer!
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

Slopeside Bolton Valley Studio

Neighboring the oldest Covered Bridge in VT!

Spring Hill Farm, coffee & hot tub

Stowe Charm in South Village

Hideaway studio: breweries, skiing, dogs welcome

Stowe Stay

Sunny, 1 bedroom studio, walk to downtown.

The Bootlegger Outlaw Hideout @The Pony Farm Ranch
Private apartment rentals

The Duxbury Draft Horse Barn-

Overlook at the Office

Country House Apartment

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

1 Bedroom Waterbury Cozy Haven

A Humble Mother-In-Law Unit

Modern Apartment with King Bed

Travelers Oasis in Montpelier
Apartment rentals with a hot tub

Green Mountain Forest Retreat

Charming Private Apt in South End w/ Hot Tub

Hilltop Haven

Hot Tub | Bohemian Bungalow | Restaurants + Shops

1 mile from Mtn. Clean loft apt. Private hot tub.

Theatre in the Woods - Stowe, VT

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub

Cozy Country Apartment with private hot tub
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 SGD | $148 SGD | $148 SGD | $134 SGD | $133 SGD | $150 SGD | $148 SGD | $152 SGD | $162 SGD | $192 SGD | $152 SGD | $160 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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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- Jay Peak Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Jay Peak
- Bolton Valley Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
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- Pump House Indoor Waterpark
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- Fairbanks Museum & Planetarium




