
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 972 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.

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.
Outdoor spacesPetsLocation

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.
Outdoor spacesPetsLong stay

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.
WalkabilityPetsComfort

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. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!
PetsWalkabilityLaundry

Magical cabin with amazing views
100 year old , freshly renovated cabin that is in the middle of five 100 year old apple trees with incredible Mountain View’s. The cabin sits 100ft uphill from my 1842 brick farmhouse and is surrounded by apples trees, an ancient elm tree, fields and my berry patches. The huge deck has a dining table, lots of seating and and outdoor shower. Off the side of the deck are two claw foot bathtubs with hot and cold water for you to soak in. Note, tubs aren’t usable during the freezing months.
PetsWalkabilityLocation

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.
Outdoor spacesPetsWifi

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
WalkabilityOutdoor spacesParking

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.
WalkabilityOutdoor spacesLaundry

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.
WalkabilityOutdoor spacesBackyard

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.
WalkabilityPetsSleep quality

BEARfoot Bungalow
Magical 1 bedroom cabin tucked away in the woods with a mountain view & an extremely private yard. 3 acres of land adjacent to 75+ acres of Stowe Land Trust, protected land for hiking right out the door. Outdoor shower, hot tub, A/C, propane fireplace, covered deck, fire pit, corn hole & hammock. The best star gazing in Stowe! 1.5 miles from the village of Stowe but with a very remote feel. A well located and special property.
WalkabilityOutdoor spacesLocation

Miles Court 1BD Downtown Montpelier
Curious about what makes the Smallest State Capital so amazing? Come stay at Miles Court named after Anne G. Miles in the 1890's. This is a newly renovated space combining late 19th century charm with modern conveniences. Right in downtown Montpelier there's no need to drive to enjoy the multiple restaurants and entertainment. Plus we're 30 minutes from all the skiing. Were centrally located in the heart of Vermont.
WalkabilityPetsNearby
Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe
PetsOutdoor spacesHot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View
WalkabilityPetsLayout

Cozy Mountain Home w/Million $ View
PetsOutdoor spacesAccess

Modern Farmhouse on 25 Acres - Superb Views
Outdoor spacesPetsQuiet

Spacious Eco-Friendly Stowe Home for Family Fun
PetsWalkabilityHot tub

Vermont Cedar Cottage | Fireplace & Pond Views
PetsWalkabilityBackyard

Modern design in the woods, private, beautiful
PetsWalkabilityBiking

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub
Outdoor spacesPetsHeating
Pet-friendly home rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!
Outdoor spacesPetsLocation

Cozy Chalet at Jay Peak
WalkabilityPetsWifi

SugarBear- Pool, AC, Sauna, Gym, Tennis!
Outdoor spacesWalkabilityDecor

Charming Barre Getaway
PetsWalkabilityView

Lower Yurt Stay on VT Homestead
PetsWalkabilityAir conditioning

Cute Cottage - Poolside - Minutes To Activities
Outdoor spacesWalkabilityAccess

EPIC Stowe Getaway - Great For Families & Friends
WalkabilityOutdoor spacesQuiet

Lakefront Peaceful Getaway in Mountain Lakes
Outdoor spacesPetsAccess
Private, pet-friendly home rentals

Modern, Rustic Stowe Studio Apartment with a View
WalkabilityPetsView

The Cottage on Sterling Brook
WalkabilityPetsLaundry

Hilltop Retreat with Large Deck and Mountain Views
WalkabilityPetsDecor

Cozy rustic Cottage // Close to Stowe
WalkabilityPetsIndoor spaces

Birch Tree Cabin! Pets Welcome
PetsOutdoor spacesCheck-in

Cabin on 8 acres w/ creek, love dogs, EV charger
Outdoor spacesWalkabilityWifi

Entire 2nd Floor Walk to Montpelier
WalkabilityPetsBackyard

Charming log cabin w/ fireplace in Stowe village
Outdoor spacesPetsParking
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 3,692 ZAR | R 3,967 ZAR | R 3,206 ZAR | R 2,785 ZAR | R 3,271 ZAR | R 3,287 ZAR | R 3,563 ZAR | R 3,239 ZAR | R 3,368 ZAR | R 3,320 ZAR | R 3,239 ZAR | R 3,611 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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- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Quechee Gorge
- Fairbanks Museum & Planetarium





