
Pet-friendly holiday rentals in Middlesex
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Middlesex

Total holiday rentals
Explore 30 holiday rentals in Middlesex

Nightly prices starting at
Middlesex holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 3,900 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Middlesex holiday 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.

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".
Outdoor spacesWalkabilityAccess

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.
WalkabilityPetsLong stay

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!
Outdoor spacesWalkabilityIndoor spaces

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.
PetsWalkabilityIndoor spaces

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.
WalkabilityOutdoor spacesAccess

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.
Outdoor spacesPetsRiver

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
PetsOutdoor spacesComfort

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.
PetsWalkabilityAccess

Modern, Rustic Stowe Studio Apartment with a View
Welcome to Stowe Hollow's quiet paradise! This newly built, spacious studio apartment above the garage is nestled in the Ridgeline/Hillside District of Stowe, abutted to conservations land yet only three minutes into town. Enjoy the rustic farmhouse apartment that offers beautiful mountain views, a large open-space living environment filled with comfort, numerous entertainment options, and all of the amenities you would need to have a true quintessential Vermont experience.
Outdoor spacesPetsHospitality

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.
PetsWalkabilityBackyard

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.
Outdoor spacesWalkabilitySkiing

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.
WalkabilityPetsEV charging
Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe
PetsOutdoor spacesSleep quality

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

Cozy Mountain Home w/Million $ View
WalkabilityPetsAccess

The 1919 Mountain Farmhouse, new hot tub and patio
PetsOutdoor spacesBathroom

Spacious Eco-Friendly Stowe Home for Family Fun
WalkabilityOutdoor spacesCleanliness

The Guest House at Sky Hollow
PetsWalkabilityShared spaces

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub
WalkabilityOutdoor spacesFamily

Architectural House Prickly Mountain
Outdoor spacesValueLaundry
Pet-friendly home rentals with a pool

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
WalkabilityOutdoor spacesDecor

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

Charming Barre Getaway
PetsWalkabilityQuiet

Lower Yurt Stay on VT Homestead
WalkabilityOutdoor spacesGetting around

Cute Cottage - Poolside - Minutes To Activities
Outdoor spacesWalkabilityCondition

EPIC Stowe Getaway - Great For Families & Friends
Outdoor spacesWalkabilityLayout

Mountain Lakes. Pet friendly. Entire Chalet.
PetsOutdoor spacesWi-Fi

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

Cozy Cottage in the Mad River Valley
Outdoor spacesWalkabilityHospitality

BEARfoot Bungalow
WalkabilityOutdoor spacesLocation

Tiny House at Camp Comyns
PetsOutdoor spacesParks

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
Outdoor spacesPetsLayout

200 acre Stowe area Bunkhouse.
WalkabilityOutdoor spacesLocation

The Cottage on Sterling Brook
WalkabilityOutdoor spacesKitchen

Waldhaus - Modern Forest Cabin
WalkabilityPetsDecor

Birch Tree Cabin! Pets Welcome
Outdoor spacesPetsNearby
When is the best time to visit Middlesex?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 AUD | $348 AUD | $282 AUD | $245 AUD | $287 AUD | $289 AUD | $313 AUD | $284 AUD | $296 AUD | $291 AUD | $284 AUD | $317 AUD |
| 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- 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
- Jay Peak Resort Golf Course
- Montshire Museum of Science
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Quechee Gorge
- Fairbanks Museum & Planetarium
- Elmore State Park
- Waterfront Park





