
Apartment vacation rentals in Middlesex
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Quick stats about apartment rentals in Middlesex

Total vacation rentals
Explore 30 vacation rentals in Middlesex

Nightly prices starting at
Middlesex vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 3,260 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Middlesex vacation rentals include wi-fi 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.

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

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.

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

"Mansfield" Suite - The Lodge at Wyckoff Maple
This is a spacious self contained unit with its own entrance in a beautiful VT lodge right next to Smugglers' Notch Resort. Enjoy air conditioning, a gas fireplace & a large private deck w grill. Many things to do nearby all seasons. Minutes from hiking "The Notch" and the Long Trail. 15-20 minutes to dining in Stowe in the summer and fall seasons. In the winter months you will need to take a 50 min detour around the mountain to Stowe. Enjoy cooking in a warm, well appointed kitchen.

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.

Lovely one-bedroom apartment
The apartment is centrally located - 5 minutes from Ben & Jerry's and Waterbury Village; 20 minutes from Stowe with great biking and hiking and 30 minutes from Burlington and Lake Champlain. Enjoy the spectacular views and relaxing atmosphere on your private deck. Although the apartment does not have air conditioning, it stays a cool 65 degrees on most days - you may even want to turn on the heat early on a summer morning! We require a minimum of a three-night stay.

Mountain View Retreat | Private Deck + Fast WiFi
Escape to a peaceful mountain-view retreat in Waitsfield—perfect for couples or a quiet remote work stay. Enjoy fast, reliable WiFi, a private deck, and everything you need for a simple, relaxing getaway in the heart of the Mad River Valley. Spend your mornings with coffee overlooking the mountains, work comfortably with high-speed internet, and unwind after a day of exploring nearby trails, skiing, or local restaurants. Ski/Mountain Bike/Hike/Swim = RESET

A Suite Zenbarn 2BR Apt | VIP Perks Live Music
Zenbarn Suite: 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!

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.

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 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.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

Cute and Functional One Bedroom in Barre VT!

The Wolf's Den at Sugarbush Mt Ellen

Hideaway studio: breweries, skiing, dogs welcome

Lofty Dreams

Private Getaway on Lake Lamoille

Waterbury Village Townhouse

Stowasis

Historic District Overlooking the Mad River Studio
Private apartment rentals

Peaceful Country Loft with Deck Views

Cold Hollow House, 2BR, Next to Cider Mill

Modern & Central Treehouse Apartment

1880 Purple Village Victorian

One Zero Five Stay 303

Modern Apartment with King Bed

Suss View Suites-Ranch Brook

Mary's House in Moretown Village
Apartment rentals with a hot tub

Green Mountain Forest Retreat

Cozy Bolton Valley Ski Studio • Hike & Relax

Charming Private Apt in South End w/ Hot Tub

Spring Hill Farm, coffee & hot tub

Hilltop Haven

Hot Tub | Bohemian Bungalow | Restaurants + Shops

1 Mi to Slopes | Loft w/ 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 | ﺩ.ﺇ 492 | ﺩ.ﺇ 540 | ﺩ.ﺇ 452 | ﺩ.ﺇ 389 | ﺩ.ﺇ 386 | ﺩ.ﺇ 437 | ﺩ.ﺇ 430 | ﺩ.ﺇ 441 | ﺩ.ﺇ 470 | ﺩ.ﺇ 558 | ﺩ.ﺇ 441 | ﺩ.ﺇ 466 |
| 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 |
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- Rentals with a fireplace Middlesex
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- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Stowe Mountain Resort
- Jay Peak
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Cannon Mountain Ski Resort
- Killington Resort
- Jay Peak Resort Golf Course
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium





