
Pet-friendly vacation rentals in Middlesex
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Middlesex

Total vacation rentals
Explore 30 vacation rentals in Middlesex

Nightly prices starting at
Middlesex vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 3,900 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Middlesex vacation rentals include wifi 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 pet-friendly home rentals in Middlesex
Guests agree: these pet-friendly homes 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.

Modern Post&Beam w/ Hot Tub, Waterfall, Mtn. Views
Welcome to The Eddy at Stowe Falls, a thoughtfully designed, quintessential VT getaway. Boasting gorgeous sunrise mountain views, a roaring seasonal waterfall, hot tub, wood beamed ceilings, and a cozy wood stove, this home is your private oasis. Enjoy modern comfort and feel away from it all, while being only 10 min. north of Stowe village with great restaurants & shops, <20 min to Stowe Mtn Resort, and minutes to great hiking/biking/breweries. Experience the sounds, smells, and feels of VT.

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.

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal w/ toaster oven, single induction “hot” plate, water heater & small fridge We live in a historic building. Our neighborhood is near Rte 100. Waterbury village and Stowe are nearby with skiing, hiking and biking too.

Fabulous Fall Foliage on water in the heart of VT
Welcome to Maple Corner! Come relax in this lakeside 4-season cabin tucked away in the heart of beautiful Vermont. This rustic but finished cabin features a full kitchen and all amenities you might need for a peaceful getaway. The wide deck overlooking Curtis Pond is the perfect place to have breakfast or listen to the evening loons calling. Swim in the summer, snowshoe or ski in the winter. Walk to the country store or visit Montpelier 15 minutes away for more activities. Come escape!

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.

Charming log cabin w/ fireplace in Stowe village
The Ginger House: experience the warmth of this charming rustic log cabin, situated in the woods but close to the main village of Stowe. The open floor plan allows you to be in the new kitchen while still enjoying the real fireplace. Also located on the first floor is a full bath and spacious bdrm. Upstairs is where you’ll find the master with full bath. There is a large deck and fire pit which is great for just hanging out. All this and easy access to the Mountain Road shuttle.

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.

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.

Pet Friendly Cozy Treetop Cabin near Mt Worcester
Come get Vermonty like a local. A quiet sanctuary home base for adventure. Pick raspberries, climb a mountain, and cool off in a swimming hole. Far away from it all yet close to all you want to do. Wake up to a tree top sunrise. Have coffee in the hammock while watching the birds. Spend your days skiing fresh powder or apple picking and return home to quirky records, books, and games. Well-behaved pets welcome. Extensive seasonal local guide upon booking.

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.

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.
Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Mountain View Farmhouse w/ Orchard, Pool is Open!

SylvanRhapsody-Stowe Village OutDoor Hot-tub!

CLASSIC VT STYLE

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Cozy Mountain Home w/Million $ View

Vermont Cedar Cottage | Fireplace & Pond Views

Best of Both - Quiet woodland home near activities

Architectural House Prickly Mountain
Pet-friendly home rentals with a pool

Cozy/Private, close to hospital, i-89

World-Class Villa @ Trapp & Stowe

Charming Barre Getaway

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM

Château Chavis

Lakefront Peaceful Getaway in Mountain Lakes

Cute Cottage - Poolside - Minutes To Activities

Private Beach, Bikepath Lake Cabin Hot Tub ~ UVM
Private, pet-friendly home rentals

Cozy Cottage in the Mad River Valley

200 acre Stowe area Bunkhouse.

VT Glamping in our Tiny Hide-A-Way

Renovated 4BD House: Hot Tub, Sauna & Backyard

The Cottage on Sterling Brook

The Rustic Retreat at Twin Ponds

Cady’s Falls Cabin

Cozy rustic Cottage // Close to Stowe
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $317 CAD | $341 CAD | $275 CAD | $239 CAD | $281 CAD | $282 CAD | $306 CAD | $278 CAD | $289 CAD | $285 CAD | $278 CAD | $310 CAD |
| 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
- Bolton Valley Resort
- Dartmouth College
- Jay Peak
- 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
- Shelburne Museum
- Cold Hollow Cider Mill
- Pump House Indoor Waterpark
- Quechee Gorge
- Elmore State Park
- Fairbanks Museum & Planetarium





