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

Total holiday rentals
Explore 30 holiday rentals in Rutland

Nightly prices starting at
Rutland holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Rutland holiday rentals include wifi access

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

4.8 Average rating
Rutland stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Rutland
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.
WalkabilityOutdoor spacesAir conditioning

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants
PetsOutdoor spacesWifi

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.
WalkabilityPetsCheck-in

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.
Outdoor spacesWalkabilityView

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
WalkabilityPetsTV

Mapleside Escape: Sugar/Ski/Green Mountains
Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.
PetsOutdoor spacesValue

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.
PetsOutdoor spacesWifi

Vermont Horse Farm
Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.
Outdoor spacesPetsPool

Private Cabin/PetsOK/AC/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, the Appalachian Trail 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.
WalkabilityPetsIndoor spaces

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!
Outdoor spacesPetsParks

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.
Outdoor spacesPetsKitchen

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!
WalkabilityLocationValue
Popular amenities for Rutland pet-friendly home rentals
Pet-friendly house rentals

Epic Views of the Green Mountains
Outdoor spacesPetsDecor

Modern Farmhouse on 25 Acres - Superb Views
WalkabilityPetsAccuracy

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
PetsWalkabilityComfort

Nature Lover's Paradise
Outdoor spacesWalkabilityBiking

Comfortable farmhouse with stunning views
Outdoor spacesPetsAccuracy

Meadow View. 35 acres outside your door!
PetsWalkabilityLong stay

Architectural House Prickly Mountain
Outdoor spacesCheck-inLayout

Vermont private retreat with gorgeous views.
Outdoor spacesPetsAccess
Pet-friendly home rentals with a pool

Magical Farm Getaway - a must visit!
PetsWalkabilityLaundry

Moon Valley Country Retreat no clean fee pets yes
PetsOutdoor spacesValue

Lower Yurt Stay on VT Homestead
Outdoor spacesPetsGetting around

AC • Vermont Retreat • Dogs Welcome • Pool & Spa
WalkabilityOutdoor spacesPool

Ski In/Out Spruce Glen C, AC, Sauna, Fireplace
WalkabilityPetsCheck-in

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
WalkabilityPetsHot tub

Topridge 3BR w Incredible View & Private Hot Tub!
Outdoor spacesParkingIndoor spaces

Beautiful Bromley/Manchester VT Retreat w/hot tub
WalkabilityOutdoor spacesComfort
Private, pet-friendly home rentals

Hillside Cottage @ The Mettawee Retreat
PetsOutdoor spacesFamily

Treehut - Secluded Treehouse in the Forest
Outdoor spacesPetsHospitality

Alynn's Hideaway
PetsWalkabilityGetting around

Scandinavian design Cabin hiking trail + hot tub
WalkabilityPetsNearby

The SugarMaple Treehouse @ Vermont ReTREEt
WalkabilityOutdoor spacesCheckout

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
WalkabilityOutdoor spacesCondition

Sculpted Earthen Yurt in Green Mtns
PetsOutdoor spacesAccess

*PET FRIENDLY*Madden's GMG!
Outdoor spacesPetsCondition
When is the best time to visit Rutland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 SGD | $305 SGD | $241 SGD | $196 SGD | $176 SGD | $197 SGD | $200 SGD | $206 SGD | $227 SGD | $247 SGD | $245 SGD | $301 SGD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- West Mountain Ski Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge





