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.

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Guest favorite
A spacious outdoor area features a circular arrangement of blue Adirondack chairs around a stone fire pit, set upon a slate patio. Complementary seating with blue cushions is available. Lush green grass and surrounding trees provide a natural backdrop.
Townhouse in Stowe
4.86 out of 5 average rating, 382 reviews

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.

Top guest favorite
A round wooden dining table is surrounded by four green chairs, set against a backdrop of large windows that frame a snowy forest view outside. Soft natural light brightens the interior, creating a cozy ambiance.
Cabin in Cambridge
4.99 out of 5 average rating, 153 reviews

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".

Top guest favorite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown
4.98 out of 5 average rating, 200 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.

Top guest favorite
A spacious living room is highlighted by a black brick feature wall, accommodating a wall-mounted TV and a stylish fireplace. Natural light floods the space through large windows, and comfortable seating is arranged around a wooden coffee table. A neutral color palette enhances the inviting atmosphere.
Condo in Stowe
4.86 out of 5 average rating, 105 reviews

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.

Top guest favorite
An open living area features a wooden dining table surrounded by black chairs. A cozy lounge area includes a navy blue sofa and a wooden coffee table, complemented by a patterned area rug. Exposed beam ceilings add a rustic touch to the bright space.
Home in Waterbury Center
4.99 out of 5 average rating, 153 reviews

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.

Guest favorite
The exterior of the duplex is showcased, featuring a welcoming porch with two umbrellas over a seating area. Steps lead up to the porch, surrounded by lush greenery and neatly arranged flower beds, and the house is embraced by mature trees.
Apartment in Montpelier
4.87 out of 5 average rating, 749 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.

Top guest favorite
A cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.
Guest suite in Waterbury Center
4.94 out of 5 average rating, 481 reviews

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.

Guest favorite
An open living and dining area features a cozy seating arrangement with a leather sofa and oversized ottoman, complemented by a colorful area rug. A kitchen bar with stools adds to the space, while light from nearby windows illuminates the wood accent decor.
Apartment in Stowe
4.85 out of 5 average rating, 203 reviews

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.

Top guest favorite
The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 264 reviews

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

Top guest favorite
A hot tub emits steam under the soft glow of string lights, creating a relaxing ambiance. The wooden deck features outdoor seating, inviting guests to enjoy the night. The rustic home blends with the surrounding nature, offering a peaceful retreat.
Home in Waterbury Center
4.99 out of 5 average rating, 115 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.

Guest favorite
Apartment in Montpelier
4.75 out of 5 average rating, 219 reviews

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!

Guest favorite
A cozy cabin features a bright red door and decorative trim. Snow blankets the ground and clings to the surrounding trees. Two green chairs and a small table are placed outside, while a friendly dog sits on the porch, completing the inviting scene.
Guesthouse in Waterbury Center
4.85 out of 5 average rating, 137 reviews

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

When is the best time to visit Middlesex?

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Avg. priceﺩ.ﺇ962ﺩ.ﺇ779ﺩ.ﺇ771ﺩ.ﺇ514ﺩ.ﺇ683ﺩ.ﺇ657ﺩ.ﺇ808ﺩ.ﺇ735ﺩ.ﺇ764ﺩ.ﺇ771ﺩ.ﺇ753ﺩ.ﺇ914
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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!