
Pet-friendly holiday rentals in Castleton
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Top-rated pet-friendly home rentals in Castleton
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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.

Gatsby's Getaway
Ready to disconnect and recharge? Welcome to Gatsby's Getaway! Watch the sun rise over the Green Mountains and Little Lake from the comfort of your deck. If the weather disagrees, enjoy your coffee in front of the cozy fireplace in your charming bungalow, complete with cathedral ceilings and sliding glass doors. Close to hiking & biking trails, and many outdoor activities. 10 minutes to nearby Granville, NY or Poultney, VT. While not technically a 'tiny' house, it is a cozy cabin of 550sqft.

The Cottage in East Poultney
The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Just over 1 mile to the town of Poultney. The sidewalk starts (or ends how you look at it) in front of the cottage which leads to town. Great for a walk or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. Plentiful fishing and boating opportunities. 3 miles to Lake St Catherine, under 10 miles to Lake Bomoseen. Slate Valley bike trails surround the area.

Secluded tiny house resort - DOG FRIENDLY
New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

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

East Cabin
The East Cabin is quietly tucked between the beautiful Green Mountains of VT and the gorgeous 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 BBQ and eat S’mores by the campfire at night. For the winter season, there are many major ski resorts close by. We also have the West Cabin available for your extended family and friends.

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.

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

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.

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.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.
Popular amenities for Castleton pet-friendly home rentals
Pet-friendly house rentals

Modern Farmhouse on 25 Acres - Superb Views

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

The McKinley House

Vermont Highland

Mountain Home ready for you!

Rand’s Retreat

Convenient Vermont Getaway

Weston Farmhouse-Clean, Fast WiFi, Generator!
Pet-friendly home rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Ranch at Mendon Mt Orchards

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

SugarBear- Pool, Hot Tub, 2 En Suites BR

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Lake Bomoseen 2 BR Cottage

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Private, pet-friendly home rentals

COZY CUB CABIN Mountainside | Hot Tub & Fireplace

Scenic Vermont Green Mountain Retreat

Vermont Chalet

Cozy One-Bedroom Retreat with Mountain Views

Cozy cottage near Killington & Sugarbush

Mapleside Escape: Sugar/Ski house

Luxury “Tiny” House With Sauna (Timbery)

Easy access to Rutland
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 € 77 per night before taxes and fees

Verified guest reviews
Over 700 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!
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- Pet-friendly rentals Rutland County
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- Pet-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Willard Mountain
- Northern Cross Vineyard
- National Museum of Racing and Hall of Fame
- Autumn Mountain Winery
- Gooney Golf
- Ekwanok Country Club




