
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 R 975 ZAR 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 & kid-friendly amenities

Rentals with dedicated workspaces
20 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

4.9 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.

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
4.82 out of 5 average rating, 153 reviews
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.
4.99 out of 5 average rating, 140 reviews
200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.
4.97 out of 5 average rating, 250 reviews
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.
4.97 out of 5 average rating, 185 reviews
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.
4.88 out of 5 average rating, 803 reviews
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.
4.94 out of 5 average rating, 499 reviews
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.
4.99 out of 5 average rating, 172 reviews
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.
4.97 out of 5 average rating, 263 reviews
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.
4.95 out of 5 average rating, 210 reviews
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.
4.99 out of 5 average rating, 146 reviews
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.
4.96 out of 5 average rating, 251 reviews
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.
4.98 out of 5 average rating, 203 reviewsPopular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Cozy Mountain Home w/Million $ View
4.97 out of 5 average rating, 131 reviews
Captain Tom's Cabin - Secluded Vermont Getaway
4.93 out of 5 average rating, 252 reviews
7 Bedroom/5.5 Bath House Near Stowe
4.89 out of 5 average rating, 122 reviews
Dawnside - Green Mtns Home with White Mtns View
4.99 out of 5 average rating, 364 reviews
CLASSIC VT STYLE
4.97 out of 5 average rating, 305 reviews
Vermont Cedar Cottage | Fireplace & Pond Views
4.96 out of 5 average rating, 165 reviews
Spacious Stowe Home | Mountain Views | 7 Acres
4.97 out of 5 average rating, 126 reviews
Forest Hideaway
4.99 out of 5 average rating, 177 reviewsPet-friendly home rentals with a pool

EPIC Stowe Getaway - Great For Families & Friends
4.98 out of 5 average rating, 313 reviews
Lakefront Peaceful Getaway in Mountain Lakes
4.8 out of 5 average rating, 195 reviews
Cozy/Private, close to hospital, i-89
4.91 out of 5 average rating, 187 reviews
World-Class Villa @ Trapp & Stowe
4.98 out of 5 average rating, 103 reviews
Charming Barre Getaway
4.95 out of 5 average rating, 109 reviews
UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
4.86 out of 5 average rating, 146 reviews
Château Chavis
4.98 out of 5 average rating, 188 reviews
Cute Cottage - Poolside - Minutes To Activities
4.78 out of 5 average rating, 281 reviewsPrivate, pet-friendly home rentals

The Rustic Retreat at Twin Ponds
5.0 out of 5 average rating, 211 reviews
VT Glamping in our Tiny Hide-A-Way
4.99 out of 5 average rating, 142 reviews
Renovated 4BD House: Hot Tub, Sauna & Backyard
4.97 out of 5 average rating, 158 reviews
Cozy rustic Cottage // Close to Stowe
4.96 out of 5 average rating, 372 reviews
The Cottage on Sterling Brook
4.92 out of 5 average rating, 118 reviews
A true Vermont get-away cabin in the woods
4.98 out of 5 average rating, 291 reviews
Cady’s Falls Cabin
5.0 out of 5 average rating, 306 reviews
Modern & Central Treehouse Apartment
5.0 out of 5 average rating, 111 reviewsWhen is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 3,706 ZAR | R 3,982 ZAR | R 3,218 ZAR | R 2,796 ZAR | R 3,283 ZAR | R 3,299 ZAR | R 3,576 ZAR | R 3,251 ZAR | R 3,381 ZAR | R 3,332 ZAR | R 3,251 ZAR | R 3,625 ZAR |
| 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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- York County Vacation rentals
- 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
- Cold Hollow Cider Mill
- Quechee Gorge
- Elmore State Park
- Fairbanks Museum & Planetarium





