
Apartment holiday rentals in Middlesex
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Top-rated apartment rentals in Middlesex
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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!

Waterbury Village Apartment
With the back country and the front town, travelers can settle in on the deck to enjoy the views, or set out to explore a happening downtown-just one block away. This second floor space is private, light filled, and quiet. Please note, we were previous Super Hosts before Covid. We're getting back into hosting with an even better apartment (more space, and two bedrooms!) We're not absentee investors running an AirBnb business; we live in an adjacent apartment and enjoy welcoming guests!

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!

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.

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.

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.

Overlook at the Office
Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

The Howard Loft
Secluded couples' getaway centrally-located in the best part of Vermont. Enjoy the large private deck with views of Camels Hump. Dedicated secure room for bike and ski storage! Close to Route 100, next to Waterbury Reservoir, 5 mins to Waterbury and 10 mins to Stowe. Excellent post-ride/ski options nearby including The Alchemist, Cold Hollow Cider Mill (0.3 miles), and the Ben & Jerry's Factory.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

Heart of the Historic District - Country Charm

Cute, Cozy Apartment, Close to Mountains & UVM!

VT Hideaway studio: breweries,hiking, dogs welcome

1880 Purple Village Victorian

Sunny, 1 bedroom studio, walk to downtown.

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

1 Bedroom apartment. Between Stowe and Waterbury.

Historic Wayside Farm - a working dairy farm
Private apartment rentals

Green Mountain Forest Retreat

Beautiful+Modern Flat: downtown, parking, laundry

Garden-view oasis, bright & cozy

Cozy apartment minutes from Bolton Valley Resort

Neighboring the oldest Covered Bridge in VT!

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

"Mansfield" Suite - The Lodge at Wyckoff Maple

Mountain Road Apartment, Optimal Location
Apartment rentals with a hot tub

Slopeside Bolton Valley Studio

Charming Private Apt in South End w/ Hot Tub

Hilltop Haven

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

Cozy Mountain Retreat in Stowe

Hot Tub | Bohemian Bungalow | Restaurants + Shops

Theatre in the Woods - Stowe, VT

Killington Skyeship 4 BR | 1 Min Gondola + 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 | £88 | £88 | £88 | £79 | £79 | £89 | £84 | £88 | £88 | £103 | £82 | £88 |
| 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 40 holiday rentals in Middlesex

Nightly prices starting at
Middlesex holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 3,690 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
40 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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- Sugarbush Resort
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- Cannon Mountain Ski Resort
- Fort Ticonderoga
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