
Apartment vacation rentals in Middlesex
Find and book unique apartments on Airbnb
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 G$8,357 GYD 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

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.

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.

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.

Waterbury Village Townhouse
Having trouble booking this property? Call Airbnb! Offering 2 spacious bedrooms, 1 bath with a bright living room/kitchen area. Brand new construction and appliances. This apartment is located on a quiet side street just a 5 minute walk to the quaint village area. Stowe, Sugarbush, Mt. Ellen, Mad River Glen and Bolton ski areas are all within 1/2 hour drive. There are also many amazing hiking, mtn biking, cross country skiing and excellent fishing opportunities nearby

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.

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.
Popular amenities for Middlesex apartment rentals
Weekly apartment rentals

The Wolf's Den at Sugarbush Mt Ellen

Modern & Central Treehouse Apartment

Village Oasis 2 -the crossroads of VT

The Howard Loft

Lofty Dreams

Private Getaway on Lake Lamoille

Private Resort Luxury in the Heart of Vermont

Ray's Getaway
Private apartment rentals

Lovely Spacious 3 Bedroom Apartment!

Hideaway studio: breweries, skiing, dogs welcome

Stowe Stay

Mountain View Retreat | Private Deck + Fast WiFi

Historic Wayside Farm - a working dairy farm

One Zero Five Stay 303

Modern Apartment with King Bed

Meadow Suite | Mountain Views & Sauna
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

Backyard Bunker Retreat

Spring Hill Farm, coffee & hot tub

Hot Tub | Bohemian Bungalow | Restaurants + Shops

1 Mi to Slopes | Loft w/ Private Hot Tub

LilBear- AC, Pool, Sauna, Hot Tub, Near Resort
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,995 GYD | G$30,711 GYD | G$25,697 GYD | G$26,115 GYD | G$26,115 GYD | G$26,532 GYD | G$24,443 GYD | G$25,070 GYD | G$26,741 GYD | G$31,755 GYD | G$25,070 GYD | G$26,532 GYD |
| 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 |
Destinations to explore
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- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Quechee Gorge
- Fairbanks Museum & Planetarium





