
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.

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!

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.

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.

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.

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.

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!

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!

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.

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.

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!

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!

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
Weekly apartment rentals

Modern, cozy getaway in charming town (Apt 2A)

Neighboring the oldest Covered Bridge in VT!

Cute, Cozy Apartment, Close to Mountains & UVM!

Hideaway studio: breweries, skiing, dogs welcome

Sunny, 1 bedroom studio, walk to downtown.

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Cute Apartment in the Heart of Winooski

Fox Den on Main Street (Extended)
Private apartment rentals

Cold Hollow House, 2BR, Next to Cider Mill

The Duxbury Draft Horse Barn-

Overlook at the Office

Country House Apartment

Kelton Hilltop

A Humble Mother-In-Law Unit

Modern Apartment with King Bed

The Perfect Spot! A Downtown Montpelier Apartment
Apartment rentals with a hot tub

Green Mountain Forest Retreat

Slopeside Bolton Valley Studio

Charming Private Apt in South End w/ Hot Tub

Spring Hill Farm, coffee & hot tub

Hilltop Haven

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

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

Theatre in the Woods - Stowe, VT
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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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- Flat rentals Washington County
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- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Jay Peak
- Bolton Valley Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Warren Falls
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Waterfront Park
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Quechee Gorge




