
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 $153 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Rutland holiday rentals include Wi-Fi 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
Outdoor spacesWalkabilityIndoor spaces

Custom cabin on Mt Ascutney, with faraway views
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. 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 and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.
WalkabilityOutdoor spacesSleep quality

Genuine Vermont Sugar House on 70 peaceful acres.
Stay in this genuine Vermont sugarhouse. Our family took great pride in making Maple Syrup and now we take that same pride in sharing this private piece of Vermont with you, our guests. There are trails that will take you through our 70-acre property including the sugar bush we used for the sugarhouse. Relax in the quiet beauty of rural Vermont. Located near the geographical center of VT. We do welcome friendly housebroken dogs. Please see other details under show more. Part of Three Maples LLC.
PetsOutdoor spacesBreakfast

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.
WalkabilityPetsCheck-in

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!
Outdoor spacesPetsCleanliness

Cozy VT Log Cabin Minutes to Okemo & Killington
Get away to Pine Ridge Cabin! A secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! Pine Ridge Cabin is only a few minutes to town, shopping, restaurants, bars, and spa!
Outdoor spacesPetsLaundry

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.
WalkabilityPetsComfort

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!
PetsOutdoor spacesDecor

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.
WalkabilityOutdoor spacesBeach

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.
Outdoor spacesWalkabilityHiking

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.
WalkabilityOutdoor spacesValue

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)
Outdoor spacesWalkabilityAccess
Popular amenities for Rutland pet-friendly home rentals
Pet-friendly house rentals

The Guest House at Sky Hollow
PetsOutdoor spacesHiking

Beautiful Historic 1909 Library with a Fireplace
WalkabilityPetsParks

Vermont private retreat with gorgeous views.
Outdoor spacesPetsWi-Fi

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
PetsOutdoor spacesGetting around

Charming Chester Farmhouse Near VT Slopes
Outdoor spacesWalkabilityDecor

New Firepit, Great Location, Dog Friendly, Kitchen
Outdoor spacesPetsSkiing

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

Private, Large 4BR home | Pet friendly | 10 Acres
WalkabilityPetsBathroom
Pet-friendly home rentals with a pool

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Outdoor spacesWalkabilityHot tub

AC | Dog-Friendly | Bike, Hike & Relax
PetsWalkabilityNearby

Ski Mountain View Estate
PetsOutdoor spacesLayout

Ranch at Mendon Mt Orchards
PetsOutdoor spacesQuiet

Vermont Horse Farm
WalkabilityOutdoor spacesHeating

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

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

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
PetsWalkabilityTV
Private, pet-friendly home rentals

Scandinavian design Cabin hiking trail + hot tub
Outdoor spacesPetsBreakfast

Luxury “Tiny” House With Sauna (Timbery)
PetsWalkabilityHospitality

Prospect Place
PetsOutdoor spacesIndoor spaces

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Outdoor spacesPetsDecor

Rustic Cabin Retreat
Outdoor spacesPetsWi-Fi

Sculpted Earthen Yurt in Green Mtns
WalkabilityPetsDecor

Nature cabin | fire pit, fireplace, yard + privacy
PetsOutdoor spacesParking

~The ClubHaus~
Outdoor spacesWalkabilityTV
When is the best time to visit Rutland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $463 NZD | $419 NZD | $358 NZD | $348 NZD | $453 NZD | $451 NZD | $497 NZD | $485 NZD | $441 NZD | $551 NZD | $382 NZD | $475 NZD |
| 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Weirs Beach
- Sugarbush Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Squam Lakes Natural Science Center
- Ice Castles
- Stinson Lake
- Montshire Museum of Science
- Mount Sunapee Resort
- Camp Plymouth State Park





