
Pet-friendly holiday rentals in Rutland County
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Top-rated pet-friendly home rentals in Rutland County
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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, 125 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, 179 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, 279 reviews
Close to Killington-Loaded with Amenities-Hot Tub
🚲 15 MINUTES to KILLINGTON 🛀🏼 PRIVATE HOT TUB 🔥 OUTDOOR SAUNA 🎥 Outdoor MOVIE PROJECTOR 🥃 SECRET BOOKCASE DOOR Hiding a large, well-equipped SPEAKEASY 🐕 PET FRIENDLY 🏌️♂️15 MINUTES to GOLF 🥾 Close to HIKING 🌲 Massive themed KIDS ROOM 🌱 2 MASTER BEDROOMS 🎱 THOUGHTFUL AMENITIES for large families seeking luxury and fun 💰 Cleaning Fee Reimbursement for stays >6 nights. See below! 👰🏻 < 20 minutes to MOUNTAINTOP 🔋EV CHARGER 🛌 INCREDIBLY COMFORTABLE beds and linens
4.99 out of 5 average rating, 110 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, 1025 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, 174 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, 152 reviews
Dog heavenly! Private, beautiful and relaxing.
Bright, secluded, second floor one room suite with private bathroom overlooking Mill River and across a covered bridge. No neighbors visible, but near town. Fly fish in the back yard, sit around the firepit, enjoy fall foliage, and hike and ski. Swinging bridge and Appalachia long trail very nearby. Close to three ski resorts: Killington, Okemo, and Pico. Dogs are welcome and loved, with plenty of room to run. Comfortable queen-sized bed and couch.
4.95 out of 5 average rating, 368 reviews
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.
4.86 out of 5 average rating, 293 reviews
Rustic Vermont cottage for families - self checkin
Enjoy the warmth & comfort of this spacious 3-bedroom home featuring original hardwood floors and beautiful wood accents. Bring the whole family or close friends to this clean, well-furnished home that serves as a convenient home base for outdoor adventure-seekers. 20-min to Killington, 15-min to Pico. A few minutes drive to Rutland's best eateries and shops. First time in Rutland? Read the neighborhood description!
4.78 out of 5 average rating, 113 reviews
Pond Cottage at Consider Bardwell Farm
Our newly renovated cottage at Consider Bardwell Farm with huge pond and farmland views awaits visitors looking for a place to escape the daily grind. Located in the Mettowee Valley, Pond Cottage is near ski resorts, hiking trails, and swimming holes. Ideal for all-season sports and shopping. Enjoy meeting our goats as well as enjoying Vermont cheeses, local goodies and produce that we can stock in your cottage.
4.94 out of 5 average rating, 112 reviewsPopular amenities for Rutland County pet-friendly home rentals
Pet-friendly house rentals

Cozy private cabin near Okemo! Large Hot tub!
4.83 out of 5 average rating, 107 reviews
Lakefront A-Frame Home Emerald Lake, NY
4.92 out of 5 average rating, 171 reviews
Rand’s Retreat
4.93 out of 5 average rating, 136 reviews
Convenient Vermont Getaway
4.91 out of 5 average rating, 129 reviews
Ludlow Village Victorian with prime location
4.9 out of 5 average rating, 103 reviews
Updated 6BR Home 4 min to Okemo w fenced in yard!
4.93 out of 5 average rating, 101 reviews
Brookview Lodge, Killington, VT
4.89 out of 5 average rating, 106 reviews
VT Lakefront House, Lake Fun, Fall Foliage and Ski
4.87 out of 5 average rating, 103 reviewsPet-friendly home rentals with a pool

Ranch at Mendon Mt Orchards
4.87 out of 5 average rating, 283 reviews
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
4.96 out of 5 average rating, 223 reviews
Vermont Horse Farm
4.92 out of 5 average rating, 158 reviews
Ski-In/Out, Pools, Hot Tub, Pet-Friendly
4.95 out of 5 average rating, 180 reviews
Renovated 2bd/2.5bath/Den + Pool Access (pets ok)
4.88 out of 5 average rating, 306 reviews
Ski In/Out Spruce Glen B, AC, Sauna, Fireplace
4.79 out of 5 average rating, 121 reviews
Dog Friendly Mountain Condo w/Spa, Pool, Sauna
4.93 out of 5 average rating, 321 reviews
2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
4.97 out of 5 average rating, 158 reviewsPrivate, pet-friendly home rentals

Serene Bus Getaway Among Rolling Farm Land
4.89 out of 5 average rating, 223 reviews
Hillside Cottage @ The Mettawee Retreat
4.97 out of 5 average rating, 253 reviews
Mapleside Escape: Sugar/Ski/Green Mountains
4.84 out of 5 average rating, 190 reviews
Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
4.93 out of 5 average rating, 151 reviews
Comfy Cottage w/ Hot Tub in Historic East Poultney
4.97 out of 5 average rating, 158 reviews
100 Acres Views & Creek near Woodstock/Killington
4.93 out of 5 average rating, 129 reviews
Hickory Ridge, Vermont Log Cabin, no cleaning fee
4.93 out of 5 average rating, 187 reviews
Spacious Renovated Barn Apt on 100 acres!
4.95 out of 5 average rating, 908 reviewsDestinations to explore
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- Pet-friendly rentals Vermont
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- West Mountain Ski Resort
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Montshire Museum of Science
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Branbury State Park
- Dartmouth Skiway
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