
Pet-friendly holiday rentals in Rutland County
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Top-rated pet-friendly home rentals in Rutland County
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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.

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres
Base rate includes six guests. We welcome events reunions, weddings. Scenic view, nearby lake, golf, hiking! Your private Authentic Chalet is 3600 sq ft on 18 acres. Sleeps 13 (3 bedrooms and full bathrooms, 1 King, 2 Queen, 3 Twin, 2 Queen sleeper-sofas). Summer HVAC, Artisan fireplace, oven, Induction cooktop, air fryer stocked kitchen, ROKU HDTV, fast Wi-Fi, FirePit Patio. Linens/bath towels, soaps-supplied. Optional: A private separate 350 sq ft studio/office. 5-star by work-from-homers.

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

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.

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.

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi
Enjoy the beauty of Vermont at our private cabin. Situated on acres of woods next to a small creek, the cabin is 15 minutes to Okemo Mountain and scenic Vermont towns for dining and shopping. With a queen bed loft, a double bed bedroom and a pull out sofa, the cabin sleeps up to 4 people. The kitchen is nicely equipped and there is a charcoal grill outside. High speed fiber optic internet will keep you connected. Max 2 pets allowed.

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.
Popular amenities for Rutland County pet-friendly home rentals
Pet-friendly house rentals

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Top of the World! Jacuzzi! Private Hiking Trails!

Mountain Getaway Pet friendly

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

Bright and spacious 3+ bedroom near Killington!

*PET FRIENDLY*Madden's GMG!

Convenient Vermont Getaway

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

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

Killington Studio: Great Location! Comfy. 431

Ranch at Mendon Mt Orchards

EmRose Brand New Luxury Cabin

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

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

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
Private, pet-friendly home rentals

Private Mountain Sanctuary | 15 Min to Killington

Private cottage in the woods

Cook's Nook

Modern Retreat next to Mountain Top Inn,Killington

Cozy One-Bedroom Retreat with Mountain Views

Cottage on Lake St. Catherine, MTN Biking/Hiking!

2 BR pets ok, amazing view, swimming hole

Slateville Retreat ~ Cabin & Tower
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- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- 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
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Dartmouth Skiway
- Lake George Expedition Park
- Whaleback Mountain
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Dorset Field Club
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Gooney Golf
- Ekwanok Country Club
- Montshire Museum of Science
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