
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 $85 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, 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.

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.

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!

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

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.

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.

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!

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

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.

Secluded Mad River Valley Cabin: Chef’s Kitchen
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 those seeking both outdoor thrills and total relaxation. Follow @mrvstays

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.

Forest Hideaway
Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails are nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

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.
Popular amenities for Middlesex house rentals
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

EPIC Stowe Getaway - Great For Families & Friends

Charming Barre Getaway

Serene Mountain Studio Spruce Peak Lodge | 1328

Lakefront Peaceful Getaway in Mountain Lakes

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

Ranch at Mendon Mt Orchards

Charming Sugarbush Standalone Condo
Weekly house rentals

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub

Mountain Getaway

Modern Farmhouse on 25 Acres - Superb Views

Stowey Deer Retreat

Passive House: Stone Country Cottage

Cozy, sunny apt. in Montpelier, Vt.

Convenient Country Home with Hot Tub/Fireplace

Cozy Mountain Home w/Million $ View
Private house rentals

Year-round mountain escape, stunning views!

Convenient Retreat

Best Reviews~Perfect VT Modern Style~View Hot Tub

Perry Pond House

Modern Design Retreat: Sauna + Views Near Stowe

Recreation Paradise on 600+ Acres

Cozy VT Mountain House for Skiers, Hikers & Bikers

The Looking Glass, a modernistic escape
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 AUD | $415 AUD | $319 AUD | $283 AUD | $277 AUD | $284 AUD | $320 AUD | $293 AUD | $307 AUD | $323 AUD | $284 AUD | $340 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
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- 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





