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

Total holiday rentals
Explore 20 holiday rentals in Castleton

Nightly prices starting at
Castleton holiday rentals start at ₹8,560 per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Castleton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castleton rentals

4.8 Average rating
Castleton stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Castleton
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Mountain Getaway Pet friendly
Escape to our charming getaway, ideally located in Rutland just 20 minutes from the world-famous Killington Ski Resort! Whether you're here for skiing, snowboarding, hiking, or simply enjoying the serene beauty of Vermont, our home offers the perfect base for all your adventures. Our home offers a cozy and welcoming environment, perfect for families, couples, and groups of friends. You'll love the combination of comfort, convenience, and proximity to the best of Killington's outdoor adventures.
4.94 out of 5 average rating, 121 reviews
My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.
4.97 out of 5 average rating, 272 reviews
East Cabin
The East Cabin is quietly tucked between the Green Mountains of VT and the Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on the BBQ and eat S’mores by the campfire at night. Farm fresh products for purchase at our farm store, including our own pasture raised beef. We also have the West Cabin available for your family and friends.
4.98 out of 5 average rating, 176 reviews
Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay
4.94 out of 5 average rating, 175 reviews
Log Cabin Escape | Hot Tub + Mntn Views Near Lake
Welcome to the LOME! A one-of-a-kind log cabin nestled in the Southeast Adirondacks, between Lake Champlain & Lake George, with sweeping views of the Vermont Green Mountains. The hand-hewn beams overhead were salvaged from a 100-year-old family barn & every corner of this home has been crafted with love & intention. Whether you're here to hike, ski, spend lazy days by the lake, peep foliage, or genuinely unplug - this is the perfect retreat in one of the most beautiful spots in the Northeast
4.99 out of 5 average rating, 126 reviews
Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.
4.91 out of 5 average rating, 1019 reviews
Comfy Cottage w/ Hot Tub in Historic East Poultney
The Cottage is located in historic East Poultney beside the former Poultney schoolhouse, now the local historical society. Enjoy the private hot tub after a day of skiing or exploring nearby Slate Valley hiking and biking trails. Downtown Poultney is just 1 mile away with shops, restaurants, and a pub, accessible by sidewalk directly from the cottage. Pico, Killington, and Bromley Mountains are all under an hour away. Lake St. Catherine is 3 miles away, and Lake Bomoseen is under 10 miles.
4.97 out of 5 average rating, 156 reviews
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
A beautiful chalet situated between mountains and Lake St Catherine. Whether on the deck or inside the house, you can enjoy the tranquil and serene view of the mountains and the lakes. At over 3000 sq ft, the house offers multiple gathering areas, including separate living room(s), a sociable kitchen, a pool table, and a bar. A perfect home for a retreat. Located less than 10 mins from Lake St Catherine Park and country club and many hiking and mt-biking options for the active guests.
4.98 out of 5 average rating, 125 reviews
New Firepit, Great Location, Dog Friendly, Kitchen
Welcome to @MendonMtGetaway - my warm & cozy VT retreat! With 3 bedrooms, comfy living room, full kitchen, washer/dryer, AND office space - I hope you'll feel at home right away. You are in a wonderful location here. Turn left & you are just minutes down the road from ski heaven - Killington and Pico Mountains! Turn right, and you're just minutes from cute & historic Rutland. Either way you’ll find tons of great outdoor activities & hiking, and lots of local shops and restaurants.
4.98 out of 5 average rating, 170 reviews
Hillside Cottage @ The Mettawee Retreat
The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.
4.97 out of 5 average rating, 250 reviews
Cozy Home in Poultney, Vermont.
If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.
4.93 out of 5 average rating, 151 reviews
Lakefront A-Frame Home Emerald Lake, NY
A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided (new grill 2025). Water activities 4 kayaks 1 - 4 person paddle boat
4.92 out of 5 average rating, 170 reviewsPopular amenities for Castleton pet-friendly home rentals
Pet-friendly house rentals

Nature Lover's Paradise
4.84 out of 5 average rating, 331 reviews
Rand’s Retreat
4.93 out of 5 average rating, 136 reviews
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
4.99 out of 5 average rating, 175 reviews
Modern 3-bedroom A-frame in Londonderry w/ Pond
4.99 out of 5 average rating, 151 reviews
Comfortable farmhouse with stunning views
4.95 out of 5 average rating, 261 reviews
Private, Large 4BR home | Pet friendly | 10 Acres
4.93 out of 5 average rating, 102 reviews
Modern Farmhouse on 25 Acres - Superb Views
4.97 out of 5 average rating, 156 reviews
The Guest House at Sky Hollow
4.97 out of 5 average rating, 238 reviewsPet-friendly home rentals with a pool

Vermont Horse Farm
4.92 out of 5 average rating, 157 reviews
Topridge 3BR w Incredible View & Private Hot Tub!
4.93 out of 5 average rating, 113 reviews
Hideaway Lodge - Glen Lake, Lake George
4.93 out of 5 average rating, 119 reviews
Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly
4.95 out of 5 average rating, 178 reviews
Renovated 2bd/2.5bath/Den + Pool Access (pets ok)
4.88 out of 5 average rating, 305 reviews
Beautiful Bromley/Manchester VT Retreat w/hot tub
4.91 out of 5 average rating, 181 reviews
Ski In/Out Spruce Glen B, AC, Sauna, Fireplace
4.78 out of 5 average rating, 120 reviews
Dog Friendly Mountain Condo w/Spa, Pool, Sauna
4.93 out of 5 average rating, 320 reviewsPrivate, pet-friendly home rentals

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
4.93 out of 5 average rating, 150 reviews
Contemporary Queen Suite
4.92 out of 5 average rating, 132 reviews
Pond Cottage at Consider Bardwell Farm
4.94 out of 5 average rating, 110 reviews
Serene Bus Getaway Among Rolling Farm Land
4.89 out of 5 average rating, 217 reviews
Mapleside Escape: Sugar/Ski/Green Mountains
4.84 out of 5 average rating, 188 reviews
Hand crafted cabin in the Woods!
4.98 out of 5 average rating, 112 reviews
Gatsby's Getaway
4.94 out of 5 average rating, 241 reviews
Doc's Lake House 1st floor, 2 bdrm full apartment
4.9 out of 5 average rating, 221 reviewsDestinations to explore
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- Pet-friendly rentals Rutland County
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- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- West Mountain Ski Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Gore Mountain
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Saratoga Spa State Park
- Montshire Museum of Science
- Trout Lake
- National Museum of Racing and Hall of Fame
- Warren Falls
- Camp Plymouth State Park
- Congress Park





