
House holiday rentals in Middlesex
Find and book unique houses on Airbnb
Quick stats about house rentals in Middlesex

Total holiday rentals
Explore 70 holiday rentals in Middlesex

Nightly prices starting at
Middlesex holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 6,410 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Middlesex holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Middlesex rentals

4.9 Average rating
Middlesex stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Middlesex
Guests agree: These houses are highly rated for location, cleanliness and more.

Cozy Mountain Home w/Million $ View
Privacy, awesome views of Trapp Family Lodge and Stowe Mountain Resort. 5 min drive to town and 10 min to ski area. Home to famous visiting musicians thru the years including the recording of Phish's " Story of the Ghost ". Family or a group love it! My home offers a great open space to relax in front of the fire and enjoy the company of friends and/or family. It easily accommodates a lot of people. The entire house is for rent although less is open for discussion as well, just ask. I stay in an apartment next door so am readily available should anyone have a question. In the winter it is best to have snow tires or four wheel drive to access the property. I am around however to assist if you need help getting up the hill. The road and driveway are both maintained very well but this is Vermont and we get a lot of snow!
LocationFamilyWalkability

Mountain View Farmhouse w/ Orchard, Pool is Open!
This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden
FamilyLocationAir conditioning

The 1919 Mountain Farmhouse, new hot tub and patio
Welcome to your charming mountain getaway—The 1919 Mountain Farmhouse! Located just 10 minutes away from Montpelier and 40 from Stowe proper, this newly renovated 1919 farmhouse comfortably sleeps 8 and is the perfect choice for a relaxing stay. Nestled among quiet farmland, you and your guests will enjoy sipping coffee/wine on the back deck with full mountain views. After a fun day enjoying local trails, shops, mountains, and more—a table inside or outside awaits a meal to be shared with all.
FamilyValueHiking

Perry Pond House
Come with your family, friends or by yourselves to enjoy a restful stay at our newly built secluded hillside home. Perry Pond is located close to many recreation opportunities (ski, bike, hike, swimming holes, paddling), restaurants, breweries, and scenic attractions in the Waterbury-Stowe-Waitsfield-Montpelier area. Its private setting overlooking a pond and distant views provides the perfect getaway for those seeking a peaceful break from their daily routine or to relocate remote work.
LocationValueQuiet

Stunning Views near Stowe /Mountain private home
Retreat and relax at this incredibly located & uniquely designed home nestled in the heart of ski country. This three bedroom, two bathroom vacation home is perfect for families or couples looking to enjoy Vermont's beauty and recreation. Very private location minutes to the attractions of Stowe, Waterbury and Mad River Valley. Enjoy the hiking trails very close to this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.
ValueLocationPets

Clean, perfect home a mile from historic Waterbury
This gorgeous, spacious four bedroom house is 1.5 miles from historic Waterbury, the heart of the Green Mountains. Tons of restaurants, hiking trails, and bike trails are just minutes away. Ski the world famous trails of Stowe Mountain Resort, less than 30 minutes to the north. Sugarbush and Mad River Glen are thirty minutes south. Burlington is an easy 30 minute drive. Perfect distance to everything for your tour of northern Vermont! *Guests are welcome to use the 2 car garage.
FamilyValueAir conditioning

Peaceful setting with Mountain Views
Rent the entire house. Primary bdrm w/ private bath, 2 bdrms that accommodate 4 people w/ shared full bath, one bonus room w/ pull out couch and a 1/2 bath . Updated kitchen, propane stove (looks like a wood stove) covered porch, exercise room, games, fully equipped kitchen, hot tub (from Memorial Day till Thanksgiving), outdoor fire pit, all on 8 acres. Located centrally to three ski resorts, mountain biking, hiking , kayaking, swimming, you name it. An inviting home in any season!
FamilyLocationView

Home on Flower Farm near VT’s best skiing & brews!
Country setting adjacent to a flower farm only 3 minutes off 89 perfectly nestled between mountains that boast hiking, skiing and mountain biking and the best of Vermont's brewery and restaurant scene. 20 minutes to Sugarbush and Mad River Glen, 30 minutes to Stowe and 25 minutes to Bolton Valley (night skiing!). With Waitsfield and Waterbury being less than 10 minutes away, it's an easy drive to two of the finest breweries, Lawsons and Prohibition Pig, that Vermont has to offer.
LocationFamilyCleanliness

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub
Welcome to our cozy retreat nestled in the picturesque town of Waterbury, Vermont. This newly renovated spacious and modern home is perfect for families or groups looking for a comfortable and stylish retreat. With its prime location, you’ll have easy access to local attractions, outdoor activities, renowned craft beer scene, world-class skiing, hiking trails, and breathtaking Mountain View’s - making it an easy getaway choice for nature lovers and outdoor enthusiasts.
LocationValueAccuracy

True Mountain House
This is a very private mountain home surrounded by green and peace. Your private forest. Amazing Views. Very romantic. Open layout. Lots of light. Wood floors and electric heating. Very quiet, relaxing and cozy. It has a decompressing effect on it's guests. Perfect to rest your head. Not suitable for children under 12 years old. Amazing gourmet kitchen. WE HAVE HIGH SPEED INTERNET. Fly into Burlington and rent a car, it will be approximately a 40min. Drive to Middlesex.
FamilyValueSkiing

Private Mad River Valley Cabin: Centrally Located
Discover a private Vermont retreat in the heart of the Mad River Valley. Shielded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for outdoor enthusiasts and those seeking total relaxation. Follow @mrvstays
FamilyLocationDecor

Spacious Eco-Friendly Stowe Home for Family Fun
Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.
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Popular amenities for Middlesex house rentals
House rentals with a pool

EPIC Stowe Getaway - Great For Families & Friends
ValueLocationPool

Charming Barre Getaway
LocationValueAccuracy

Lakefront Peaceful Getaway in Mountain Lakes
FamilyLocationIndoor spaces

Charming Sugarbush Standalone Condo
LocationFamilyKitchen

Serene Mountain Studio Spruce Peak Lodge | 1328
LocationFamilyView

SugarBear- Pool, AC, Sauna, Gym, Tennis!
ValueLocationTV

Ranch at Mendon Mt Orchards
ValueFamilyBarbecue

Beautiful 3 BR, 2 Bath, Sleeps 8, w/wading pool
ValueLocationIndoor spaces
Weekly house rentals

Das Saunahaus
ValueLocationAccuracy

SylvanRhapsody-Stowe Village OutDoor Hot-tub!
LocationValueSleep quality

CLASSIC VT STYLE
FamilyLocationAir conditioning

Vermont Getaway Home - Perfect Location
LocationFamilyBarbecue

Dramatic Views at the Above the Clouds Guesthouse
ValueLocationBathroom

The Stowe Village Schoolhouse -Just Completed!
LocationFamilyOutdoor spaces

Kobe's Cabin on Main Street (Extended)
LocationFamilySkiing

Cozy home with mountain views
FamilyLocationBiking
Private house rentals

Convenient Retreat
ValueFamilyCleanliness

Year-round mountain escape, stunning views!
FamilyLocationWalkability

Cozy VT Mountain House for Skiers, Hikers & Bikers
LocationFamilySkiing

Best Reviews~Perfect VT Modern Style~View Hot Tub
LocationComfortBackyard

Modern Design Retreat: Sauna + Views Near Stowe
LocationFamilyView

Luxury Vermont Escape Minutes to Stowe
FamilyLocationCondition

Bald Hill Mountain, Renovated Retreat
FamilyLocationQuiet

Waterfall Oasis with Large Deck
FamilyLocationHospitality
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $358 AUD | $410 AUD | $315 AUD | $281 AUD | $320 AUD | $284 AUD | $316 AUD | $290 AUD | $304 AUD | $319 AUD | $281 AUD | $336 AUD |
| 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
- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Jay Peak
- Dartmouth College
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Cannon Mountain Ski Resort
- Killington Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Montshire Museum of Science
- Snow Farm Vineyard & Winery
- Warren Falls
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Shelburne Museum
- Quechee Gorge
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium





