
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 ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 3,940 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.

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

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.

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.

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.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

A true Vermont get-away cabin in the woods
Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

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.

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.

Waldhaus - Modern Forest Cabin
Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

Magical Karma Cabin in the Woods
They don't come any sweeter than this cabin!!! All PETS WELCOME!!! The fenced in yard gives your pets freedom and you a worry-free vacation. The cabin is very private but only minutes from everything. We are aiming to create a eco friendly and living with nature environment. Part of that is to have an edible landscape during the warm months. From berries to carrots to herbs it is wonderful experience for young and old. MRT-10102198

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.

Travelers Oasis in Montpelier
We are SuperHosts! Our average is 4.86 stars. We recently had to change the hosting account for this apartment: To see reviews: http://airbnb.com/h/travelers-oasis-reviews this listing is absolutely the same. Travelers will experience a beautiful and comfortable resting space in this upstairs apartment in the heart of Vermont's state capital, Montpelier. Uniquely renovated space that gives one the impression of being in a boat.
Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe

Spectacular Views in Greensboro/Glover House!

Mountain View Farmhouse w/ Orchard, May Flowers

Cozy Mountain Home w/Million $ View

Spacious Eco-Friendly Stowe Home for Family Fun

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

Mid century modern gem with views of Sugarbush

Wright’s Mountain Retreat
Pet-friendly home rentals with a pool

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM

Lower Yurt Stay on VT Homestead

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Secluded Cabin Getaway Mountain Lake Community!

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Lakefront Peaceful Getaway in Mountain Lakes

Cozy Little Mountain Condo at BV Ski Resort
Private, pet-friendly home rentals

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

The Minouche - Cabin Life at its Best

Tiny House at Camp Comyns

Pine Cabin, Galusha Hill Farm, incredible view!

Hideaway studio: breweries, skiing, dogs welcome

Spring is here, Summers coming, the Pond Beckons!

The Cabin

Private Guesthouse in the heart of Vergennes
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ837 | ﺩ.ﺇ900 | ﺩ.ﺇ727 | ﺩ.ﺇ514 | ﺩ.ﺇ683 | ﺩ.ﺇ657 | ﺩ.ﺇ808 | ﺩ.ﺇ735 | ﺩ.ﺇ764 | ﺩ.ﺇ753 | ﺩ.ﺇ735 | ﺩ.ﺇ819 |
| 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 |
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- Jay Peak Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Cannon Mountain Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Dartmouth College
- Pump House Indoor Waterpark
- Middlebury College
- Montshire Museum of Science
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Waterfront Park
- Elmore State Park
- Kingdom Trails
- Quechee Gorge





