
Pet-friendly vacation rentals in Middlesex
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Top-rated pet-friendly home rentals in Middlesex
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Carolyn's Rustic Modern Chalet
Beautiful Stowe Historic Village 4BR 4bath with rustic modern interior. This is truly a luxury condo 2600SF living space, granite, stainless steel and hardwood. The level of detail is impressive. Walk to everything, restaurants, bars, supermarket, town hall, and the Mountain Shuttle to Stowe Mountain Resort. This private view of, and access to, Sunset Rock conservation land is rare in Stowe Village. The setting is private and park like. Hike/ bike out of your heated garage. Easy Rec Path access.

Secluded Riverside Cottage w. Sauna next to Smuggs
Welcome to our Smugglers Notch getaway at the family owned and ran Brewster River Campground! This cozy cottage sits right on the beautiful Brewster River and is immersed within 20 acres of nature tucked away in the mountains. Enjoy the river's soothing sounds as you cook, sleep, and unwind from a day of outdoor activities. Only a 3 min. drive to all of the activities at Smuggler's Notch Resort, restaurants, bars, and hiking, as well as the magical Golden Dog Farm "Golden Retriever Experience".

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.

Modern Condo Filled with Natural Sunlight
Welcome to our beautifully renovated 2-bedroom condo in Stowe where modern comfort meets surrounding natural beauty. Located in a luxury neighborhood, this spacious home offers stunning mountaintop views and is minutes from downtown and popular hiking trails. Main features include open living room filled with natural light, a fully stocked kitchen and bath, large backyard, balcony and washer/dryer. This remote condo is the ultimate retreat for outdoor enthusiasts and relaxation seekers alike.

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.

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a small 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 (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

1 mile from Mtn. Clean loft apt. Private hot tub.
Cute 2 bdrm pet-friendly Loft apt. located less than 1 mile from Stowe Mountain Resort. PRIVATE HOT TUB on the private deck. Open-plan living & dining room with full kitchen. The Loft sits right on Mtn Rd & has a private entrance. Walking distance to the Matterhorn. Direct access to the bike path, miles of mountain biking & hiking trails. The Mtn Rd. shuttle to the lodge stops at our door. Close to everything. Fast 5 G Wi-Fi. Blackout curtains & AC. New Samsung Smart TV w/ streaming.

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

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.

Quiet retreat in the heart of Downtown Montpelier!
This is a private apartment on St Paul Street, 1 block away from everything downtown Montpelier has to offer! This apartment has been updated but maintains its historical charm. 1 bedroom with a queen bed. Eat in kitchen, Full size tub-shower bath. Radiator heat. Smart TV, WiFi. This space is a blend of new and a older fixtures and furnishings. Some are intentional and others are on a list for the next round of improvements. Everything is in good working order!

Cozy Cabin at Waterbury Center
Snow season is here! We are located near Stowe, Ben and Jerry's , Burlington. Well-behaved dogs welcomed! One queen bed, air mattresses available. Best for couples, three people is ok, four is tight but do-able. Hot water, microwave, Keurig , refrigerator. Fans, TV (requires you to use your own log in, no cable TV.) Great WIFI. Bathroom is very clean with new toilet, new shower and antique sink. The cabin is very warm and dry. Cozy glamping!
Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Epic Views of the Green Mountains

Spacious Eco-Friendly Stowe Home for Family Fun

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

Mid century modern gem with views of Sugarbush

Modern design in the woods, private, beautiful

The Guest House at Sky Hollow

Forest Hideaway
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT

Relax in Recreation Paradise!

Lower Yurt Stay on VT Homestead

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Secluded Cabin Getaway Mountain Lake Community!

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Lodge At Spruce Peak Lux Studio | 1125
Private, pet-friendly home rentals

Cozy Cottage in the Mad River Valley

Magical Karma Cabin in the Woods

NEW! Studio Loft in Stowe Hollow

Modern, Rustic Stowe Studio Apartment with a View

Hideaway studio: breweries, skiing, dogs welcome

Hydrangea House on the Hill

Perfect Village Location Walk to Main St * Parking

Carriage House Charm
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ962 | ﺩ.ﺇ779 | ﺩ.ﺇ771 | ﺩ.ﺇ514 | ﺩ.ﺇ683 | ﺩ.ﺇ657 | ﺩ.ﺇ808 | ﺩ.ﺇ735 | ﺩ.ﺇ764 | ﺩ.ﺇ771 | ﺩ.ﺇ753 | ﺩ.ﺇ914 |
| 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 |
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 4,030 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!
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- Pet-friendly rentals Washington County
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- Pet-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Jay Peak
- Bolton Valley Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
- Pump House Indoor Waterpark
- Montshire Museum of Science
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- Lake Champlain Chocolates
- Middlebury College




