
Pet-friendly holiday rentals in Rutland County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Rutland County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Mi Casa es su Casa!
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.

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

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.

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.

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.

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

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.

The Smithy Cottage at Consider Bardwell Farm
The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

Vermont Hill Top Studio
You can see the stars from your Bed at Night - Studio space with a private entrance located on the quiet eastern end of our house. Twelve foot window provides spectacular views of Bird Mountain, & Killington, Pico Castleton is located in a great central location which acts as a great launching point for Lake Bomoseen , Killington / Pico Resort , or exploring the state
Popular amenities for Rutland County pet-friendly home rentals
Pet-friendly house rentals

Top of the World! Jacuzzi! Private Hiking Trails!

Mountain Getaway Pet friendly

New Killington Chalet: Hot Tub, Fireplace, 4Bd2 ba

Stunning 3 br Timber Frame ski retreat on 6 Acres

Killington area home - 4-seasons & hot tub

*PET FRIENDLY*Madden's GMG!

Rand’s Retreat

Convenient Vermont Getaway
Pet-friendly home rentals with a pool

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

Ranch at Mendon Mt Orchards

SugarBear- Pool, Hot Tub, 2 En Suites BR

Entire Home, Near Slopes, Hot Tub, EV Charger

Charming Killington get away with pool, sleeps 4

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

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

Lake Bomoseen 2 BR Cottage
Private, pet-friendly home rentals

Easy access to downtown Rutland

Off-Grid Woodland Cabin Retreat

Private Mountain Sanctuary | 15 Min to Killington

15 Mins to Killington-Secret Speakeasy-Hot Tub

Hot Tub|Firepit|Gameroom|Pets|Mins to Skiing

Private cottage in the woods

Ski, snow mobile, hiking, fun on slopes & trails!

Cook's Nook
Destinations to explore
- Cabin rentals Rutland County
- Flat rentals Rutland County
- Rentals with a hot tub Rutland County
- Chalet rentals Rutland County
- Rentals with an accessible-height toilet Rutland County
- Rentals with a kayak Rutland County
- Rentals with a sauna Rutland County
- Rentals with a fireplace Rutland County
- Fitness-friendly rentals Rutland County
- Hotel rentals Rutland County
- Waterfront rentals Rutland County
- Ski-in/ski-out rentals Rutland County
- House rentals Rutland County
- Rentals with a washing machine and dryer Rutland County
- Rentals with an EV charger Rutland County
- Bed and breakfasts Rutland County
- Farm stay rentals Rutland County
- Rentals with breakfast Rutland County
- Rentals with outdoor seating Rutland County
- Rentals with pools Rutland County
- Beachfront rentals Rutland County
- Family-friendly rentals Rutland County
- Apartment rentals Rutland County
- Rentals with a patio Rutland County
- Townhouse rentals Rutland County
- Rentals with lake access Rutland County
- Rentals with a firepit Rutland County
- Rentals with an accessible-height bed Rutland County
- Guest house rentals Rutland County
- Cottage rentals Rutland County
- Villa rentals Rutland County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Fox Run Golf Club
- Montshire Museum of Science
- Cozy Cottages & Otter Valley Winery
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States