
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 $86 AUD per night before taxes and fees

Verified guest reviews
Over 6,380 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, Wifi 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 Farmhouse Nestled Between Stowe and Waterbury
Beautifully restored 1840's era farmhouse is the ideal retreat for ski vacations, hiking, biking & exploring lakes and streams, hanging with friends & family and work from home & homeschooling stays. Features post & beam construction, wide plank flooring, luxurious radiant heat, stainless steel appliances, large windows and powerful WiFi. Clean, cozy, and loads of character combining the best of old and new. Pls msg w/a few trip/group details before instant booking as we are on multiple sites!
ValueLocationHospitality

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.
LocationFamilyBarbecue

Stunning Views near Stowe / Private mountain home
Retreat and relax at this incredibly located and 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 yet close to the amenities of Waterbury, Stowe and Mad River Valley. Enjoy the hiking trails, minutes away from this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.
ValueLocationCleanliness

Modern Barn Perched on 24 Acres w/ Stunning Views
Relax and recharge at this bucolic 24 acre retreat perched up on a stunning country road. With expansive 180 degree views of Mt Mansfield (Stowe ski resort), your own trails to explore, and great hiking/XC trails nearby, The Lookout is a truly special spot for a romantic or low key getaway in the mountains. Feel away from it all, with tons to explore out your back door, while having modern amenities in a renovated, beautifully designed barn < 15 min to Stowe Village and 10 min to Morrisville.
LocationValueQuiet

Modern not so tiny house
Our backyard tiny home is walking distance to historic downtown Montpelier. Located on a quiet street, its many windows highlight all the efficiencies of tiny house living, including a fully equipped kitchen, radiant floor heat and the option of woodstove coziness. The bathroom includes a spacious walk-in shower and modern concrete sink. Two small bedrooms share a featured rotating wall and sliding barn door. The design plan is clean lines, minimalist decor and efficient energy use.
LocationValueWalkability

Private Mad River Valley Cabin: Chef’s Kitchen
Discover a private Vermont retreat in the heart of the Mad River Valley. Secluded 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 valley dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow us at @mrvstays
FamilyLocationCondition

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!
FamilyLocationWi-Fi

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.
FamilyLocationSleep quality

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.
LocationValueBiking

Vermont Getaway Home - Perfect Location
Central Location! Covered patio with propane fire table. Cozy 2 bed, 1.5 bath home, in a 2 unit duplex, 1200 sq.ft. Fully furnished. Whether you choose to stay in or want to get out, this is a great location! 13 mi. to Stowe Mtn., 21 to Sugarbush, 25 to Burlington, 3 to local hiking trails, and 4 to downtown Waterbury, enjoy local restaurants, craft beer, and more! Bedrooms and full bath are on 2nd floor. AC throughout the house! Smoke Free, Pet Free Rental.
FamilyLocationAmenities

Cozy Hideaway w Hot Tub — Bike, Hike, Play & Relax
Welcome to our lovely 1865 Waterbury Village Hideaway. We are located 1/2 mile from the very best Mountain Biking trails, less than 1 mile to great food and beer, access to more than 7 Ski Resorts, including Stowe, Sugarbush & Killington, and 30 minutes from Burlington and the Waterfront. Use this Hideaway to take advantage of everything Vermont has to offer and relax in the soothing waters of our Hot Tub at the end of the day.
LocationFamilyRiver

Cozy, sunny apt. in Montpelier, Vt.
Bright, quiet, second floor one bedroom apt. in 150 yr. old home. View of garden, king size bed, full kitchen, and large bathroom . Shared entrance into the house, private entrance into the apartment, one off street parking space and a safe 5 to 7 minute walk to our vibrant downtown. Must be able to negotiate stairs as the apartment is on the second floor. 2 night minimum stay and 10 day maximum stay No pets please.
FamilyValueCondition
Popular amenities for Middlesex house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
ValueFamilyComfort

Vermont Mountain Summer Retreat
LocationValueRiver

Mountain View Farmhouse w/ Orchard, Pool is Open!
LocationFamilyWi-Fi

Ranch at Mendon Mt Orchards
ValueLocationAir conditioning

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

Stoweaway
LocationFamilyGetting around

Charming Sugarbush Standalone Condo
LocationValueHospitality

3 Acre Forest Retreat | Hiking Trails Pool Firepit
FamilyLocationGetting around
Weekly house rentals

Modern Design Retreat: Sauna + Views Near Stowe
FamilyLocationBiking

Cozy Bow House Perched in Trees w/ Hot Tub & View
FamilyValueBathroom

The Barnbrook House
LocationValueHeating

Sunny 2-Bedroom Apartment with Pond and Fireplace
FamilyLocationDecor

Haven Tiny House by Stowe | Hot Tub, Sauna & Views
ValueFamilyNearby

Clean, perfect home a mile from historic Waterbury
ValueFamilyWi-Fi

Year-round mountain escape, stunning views!
FamilyLocationLayout

Stunning New Build on the River, 4 miles to Trapp
LocationFamilyTV
Private house rentals

Cheerful, Cozy, Quiet Home near Montpelier, VT
FamilyValueAmenities

Sky Zen - Ridgeline Retreat
ValueLocationBathroom

Charming Farmhouse near Maple Corners
LocationFamilyPets

Huge Waterbury home near Stowe with views/sauna
LocationFamilyAir conditioning

Perry Pond House
LocationValueCleanliness

Waterfall Oasis with Large Deck
FamilyLocationOutdoor spaces

Cozy VT Mountain House for Skiers, Hikers & Bikers
FamilyLocationKitchen

Recreation Paradise on 600+ Acres
ValueFamilyCleanliness
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 AUD | $417 AUD | $320 AUD | $284 AUD | $278 AUD | $286 AUD | $321 AUD | $294 AUD | $308 AUD | $324 AUD | $286 AUD | $341 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Apartment rentals Middlesex
- Rentals with a fireplace Middlesex
- Family-friendly rentals Middlesex
- Rentals with a fire pit Middlesex
- Pet-friendly rentals Middlesex
- Rentals with outdoor seating Middlesex
- Rentals with a patio Middlesex
- Rentals with a washing machine and dryer Middlesex
- House rentals Washington County
- House rentals Vermont
- House rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Dartmouth College
- Stowe Mountain Resort
- Fort Ticonderoga
- Cannon Mountain Ski Resort
- University of Vermont
- Middlebury College
- 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 Vineyard
- Warren Falls
- Shelburne Museum
- Elmore State Park
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium





