
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 €77 per night before taxes and fees

Verified guest reviews
Over 3,910 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

4.9 Average rating
Rutland stays are highly rated by guests – averaging 4.9 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.

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Benton House, Sleeps 10, King Bed Primary
Private 5 Bedroom home, 9 mins to Dartmouth-Hitchcock Medical Center. Your family and friends will be close to everything when you stay at The Benton House. Embrace the calm of the neighbor hood with an evening walk or campfire. Visit the park at the end of Lilac Ave. Ride a bike, snowshoe or snowmobile on the local rail trail. Read a book in the greenhouse. - 6 beds - Full Kitchen with dishwasher - Washer and Dryer - WiFi and 2 Flatscreen TVs - 2 car indoor parking with 4 driveway spaces.

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

Adorable one bedroom studio in 1844 farmhouse.
Keep it simple at this peaceful and centrally-located place. We have a beautiful 1844 farm house located in Quechee, that has been in our family for over a hundred years. It is located less than a 1/4 mile from the Quechee Gorge and Antique Mall. The farm includes fifty acres of land and trails with wonderful views of Mt. Ascutney, Killington and more. We also abut the state park which has twelve hundred acres of land. All perfect for hiking, snowshoeing, snowshoeing, biking or just relaxing.

Private, Large 4BR home | Pet friendly | 10 Acres
Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

Fat Sheep Farm & Cabins - Sunrise Cabin
The Boston Globe referred to Fat Sheep Farm & Cabins as a "magical place," with "five stunning cabins [that] are spotless, spacious, and perfectly placed to provide access to incredible views." Enjoy a unique lodging experience while staying on our working farm. Our guests can enjoy our cheese, produce, eggs from our chickens and a visit with the farm animals. The farm feels secluded but is only 10 minutes from I91, about 11 miles from both Woodstock and Quechee, and 6 miles from the GMHA.

Charming, Cozy Cape
Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

Custom cabin on Mt Ascutney, with faraway views
Combining sweeping views of distant hills with privacy and wraparound porches, the Red House is a custom cabin built for couples and smaller families getting away from busy lives. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont. It awaits the discerning traveler who can do absolutely nothing, yet experience it all!

Private Modern Cabin w/View of Fields, Hills
Enjoy a modern private cabin in the heart of Vermont's pastoral Upper Valley Region. Combining "Glamping" with the comforts of a permanent structure, the "HakuBox" (Haku means "to exhale") was designed to sit lightly on the land and offer a simple, restorative experience. Note: no shower, but swimming holes nearby! Queen bed, fire pit w/grill, free firewood, Adirondack chairs, picnic table, free coffee & tea, dog-friendly with cable trolley, food & water bowls. $39 pet fee applies.

Cabin on the Hill
Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

Quiet Vermont Farmhouse
Rent a quiet two-bedroom apartment in our 1850's farmhouse in historic Taftsville, Vermont. We are close to the fascinating history, arts, and shopping of Woodstock VT, and near several downhill and cross country ski and snowshoe centers, Marsh-Billings-Rockefeller National Historical Park, and lots of hiking trails, as well as within a short drive of Hanover NH and White River Junction VT. Come enjoy our warm hospitality, wander our gardens, and enjoy our shared patio.

Meadow View. 35 acres outside your door!
Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)
Popular amenities for Rutland pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace

Breathtaking Riverfront Retreat w/Mountain Views

Vermont private retreat with gorgeous views.

Greystone 1830

Cozy Bow House Perched in Trees w/ Hot Tub & View

ThreeBears- AC, Hot Tub, Views, Fire Pit, Grill

Modern 3-bedroom A-frame in Londonderry w/ Pond

Charming Chester Farmhouse Near VT Slopes
Pet-friendly home rentals with a pool

Ski Mountain View Estate

Heated Pool, EV Charging, Hot Tub & Barrel Sauna

Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly

Vermont Horse Farm

Ranch at Mendon Mt Orchards

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)

Ski In/Out Spruce Glen C, AC, Sauna, Fireplace

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

Prospect Place

Spacious Renovated Barn Apt on 100 acres!

A Peaceful Brookside Vermont Retreat

Private Log Cabin near Quechee

Stylish Summer Hideaway | Hot Tub + Fire Pit

Charming Farmhouse & Gardens, 5 Minutes to Town

2 Min Walk to Woodstock Village Mountain Views

Historic House near Woodstock Inn with Porch
When is the best time to visit Rutland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €234 | €212 | €181 | €176 | €229 | €228 | €251 | €245 | €223 | €279 | €193 | €240 |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Weirs Beach
- Sugarbush Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Squam Lakes Natural Science Center
- Ice Castles
- Stinson Lake
- Montshire Museum of Science
- Mount Sunapee Resort





