
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.

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.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

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.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

Downtown Burlington, Renovated, 1 bedroom+

Cute, Cozy Apartment, Close to Mountains & UVM!

Hyde Away | Spacious funky loft w/ parking & tub

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Spacious, Private Apartment w/ Mountain Views!

1 Bedroom apartment. Between Stowe and Waterbury.

Waterbury Village Townhouse

Cozy/Private, close to hospital, i-89
Private apartment rentals

Hideaway studio: breweries, skiing, dogs welcome

Stowe Village Overlook, 2 Bedroom, Dog Friendly

Sunny, 1 bedroom studio, walk to downtown.

"Mansfield" Suite - The Lodge at Wyckoff Maple

A Humble Mother-In-Law Unit

The River Loft | Funky VT Getaway w. Swedish Sauna

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

Spring Hill Farm, coffee & hot tub

Hilltop Haven

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

Hot Tub | Bohemian Bungalow | Restaurants + Shops

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 | £85 | £85 | £85 | £77 | £76 | £86 | £85 | £87 | £93 | £101 | £80 | £85 |
| 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 £29 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
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
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- University of Vermont
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- Shelburne Museum
- Boyden Valley Winery & Spirits
- Waterfront Park
- Lake Champlain Chocolates
- Middlebury College




