Pet-friendly holiday rentals in Killington

4.99 out of 5 average rating, 170 reviews

Home in Woodstock

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 spacesPetsHospitality

4.97 out of 5 average rating, 112 reviews

A cozy room features a spacious bed with a plaid blanket, a woodstove positioned against a natural wood accent wall, and a rocking chair. Multiple windows allow natural light, highlighting the wooden ceiling and fir floor. A small dresser complements the room's rustic charm.

Cabin in Bethel

Firefly Cottage

Relax in this calm Nordic-style space. Rocking chairs on the porch overlook a pond, meadow, and spectacular seasonal fireflies. 140 woodland acres to explore with old (rough) logging trails with views, sheep and chickens you can feed. High ceilings, scenic window, woodstove, indoor waterless toilet, outdoor coldwater sink and outdoor private hot shower (when above freezing); available sauna at main house. 35-45 min to main ski areas. Most pets ok! Owner's home conveniently close but out of view.

Outdoor spacesPetsIndoor spaces

4.94 out of 5 average rating, 125 reviews

A sunroom showcases high wooden ceilings with skylights, enhancing natural light. A comfortable seating area, set with a light-colored couch and side table, is positioned next to large windows offering views of the outdoors. A dining table, accompanied by four chairs, occupies one corner of the space.

Home in Rutland

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.

Outdoor spacesPetsCheckout

4.97 out of 5 average rating, 109 reviews

Home in Bridgewater

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 spacesPetsHeating

A bright dining area is highlighted by a large wooden table, surrounded by black chairs. Natural light floods the space through multiple windows, accentuating the warm wooden beams above. A chandelier adds a touch of elegance, complementing the simple decor.

4.92 out of 5 average rating, 170 reviews

Atelier Killington, hottub and amazing location

Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

PetsOutdoor spacesLaundry

4.99 out of 5 average rating, 112 reviews

An aerial view captures the chalet nestled among lush greenery, with mountains rising gently in the background. The warm hues of sunset fill the sky, while string lights illuminate the exterior, creating an inviting atmosphere amidst the natural landscape.

Chalet in Mendon

Close to Killington-Loaded with Amenities-Hot Tub

🚲 15 MINUTES to KILLINGTON 🛀🏼 PRIVATE HOT TUB 🔥 OUTDOOR SAUNA 🎥 Outdoor MOVIE PROJECTOR 🥃 SECRET BOOKCASE DOOR Hiding a large, well-equipped SPEAKEASY 🐕 PET FRIENDLY 🏌️‍♂️15 MINUTES to GOLF 🥾 Close to HIKING 🌲 Massive themed KIDS ROOM 🌱 2 MASTER BEDROOMS 🎱 THOUGHTFUL AMENITIES for large families seeking luxury and fun 💰 Cleaning Fee Reimbursement for stays >6 nights. See below! 👰🏻 < 20 minutes to MOUNTAINTOP 🔋EV CHARGER 🛌 INCREDIBLY COMFORTABLE beds and linens

Outdoor spacesPetsHospitality

4.98 out of 5 average rating, 179 reviews

A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.

Home in Hartford

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!

WalkabilityOutdoor spacesBackyard

4.93 out of 5 average rating, 129 reviews

A red cabin with a metal roof is framed by tall yellow wildflowers and lush greenery. The spacious porch features white railing and is decorated with several seating areas, offering a serene view of the surrounding landscape.

Cabin in Bridgewater

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

PetsOutdoor spacesLocation

4.98 out of 5 average rating, 175 reviews

Home in Mendon

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 spacesBackyard

4.86 out of 5 average rating, 293 reviews

A vibrant bedroom features floral wallpaper and peach curtains. A spacious bed adorned with colorful pillows is positioned against one wall. Two windows allow natural light to fill the room. The pink door adds a cheerful touch, while a cozy chair is placed nearby.

Apartment in Rutland

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 spacesWalkabilityComfort

4.96 out of 5 average rating, 241 reviews

A tranquil scene captures a log cabin nestled by a pond, surrounded by trees. The clear water reflects the cabin and vibrant foliage, creating a serene atmosphere. Tall grasses frame the pond's edge, while the landscape showcases the lush greenery of Vermont.

Cabin in South Royalton

Cozy 4-season Cabin on Pond - "East Cabin"

Take refuge in a cozy log cabin with abundant access to Vermont's Green Mountains and rolling foothills. A quick drive to Woodstock and Quechee, the cabin is located on quiet dirt road with beautiful south-facing views overlooking the town of South Royalton, just a mile away. Spring-fed pond is steps from the cabin, take a dip! Follow the trails through the woods and fields and enjoy this pristine piece of Vermont.

PetsOutdoor spacesNearby

4.95 out of 5 average rating, 182 reviews

Condo in Killington

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

Escape to a spacious, pet-friendly 1-bedroom mountain condo in Killington, comfortably sleeping 4. Enjoy year-round adventures with easy access to hiking, biking, golf, and skiing. The condo is 488 ft to the sunrise lift! Relax on your private balcony, by the gas fireplace, or at the resort's indoor/outdoor pools, hot tub, and fitness center. Perfect for a serene mountain getaway with all amenities.

PetsOutdoor spacesTV

Popular amenities for Killington pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 256 reviews

Home in Pittsfield

Killington area home - 4 seasons - hot tub and A/C

PetsOutdoor spacesFamily

4.84 out of 5 average rating, 332 reviews

A serene outdoor setting features a two-story house surrounded by greenery. A small pond reflects the landscape, while a fire pit is visible nearby. Rustic wooden chairs provide seating, and smoke can be seen rising from the fire, creating a cozy atmosphere in nature.

Home in Goshen

Nature Lover's Paradise

Outdoor spacesWalkabilityNearby

4.97 out of 5 average rating, 240 reviews

A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.

Home in Rochester

The Guest House at Sky Hollow

PetsWalkabilityAmenities

Superhost

Home in Rutland

Rustic Vermont cottage for families - self checkin

WalkabilityAir conditioningCleanliness

4.78 out of 5 average rating, 113 reviews

4.93 out of 5 average rating, 103 reviews

Home in Reading

Private, Large 4BR home | Pet friendly | 10 Acres

PetsWalkabilityLong stay

4.99 out of 5 average rating, 364 reviews

The hillside home is framed by trees, featuring a red exterior with white trim. A small deck with two red chairs is visible in front, offering a cozy outdoor space to relax among the greenery.

Home in Corinth

Dawnside - Green Mtns Home with White Mtns View

WalkabilityPetsBiking

A modern cabin stands surrounded by lush greenery, featuring a dark exterior that contrasts with the natural landscape. A spacious deck is supported by wooden beams, and large windows invite natural light. A stone wall borders the property, adding character to the setting.

4.96 out of 5 average rating, 45 reviews

Skye Ridge Lodge: Private Hot Tub, Open Concept

Outdoor spacesCheck-inCleanliness

4.95 out of 5 average rating, 81 reviews

Killington Chalet: Hot Tub, Fireplace, spacious 4b

Outdoor spacesPetsKitchen

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 158 reviews

Apartment in Clarendon

Vermont Horse Farm

WalkabilityPetsAccess

4.88 out of 5 average rating, 307 reviews

The cozy living area features a pair of gray sofas positioned around a circular wooden coffee table. A fireplace is set against a green accent wall, accompanied by a flat-screen TV mounted above. Natural light filters through the large window adorned with blinds.

Townhouse in Killington

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

Outdoor spacesWalkabilitySleep quality

4.79 out of 5 average rating, 121 reviews

Townhouse in Killington

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

WalkabilityPetsHeating

Superhost

The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.

Home in Mendon

Ranch at Mendon Mt Orchards

Outdoor spacesWalkabilityAmenities

4.87 out of 5 average rating, 283 reviews

4.93 out of 5 average rating, 321 reviews

Townhouse in Killington

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

WalkabilityPetsBathroom

4.92 out of 5 average rating, 172 reviews

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

WalkabilityOutdoor spacesSkiing

4.97 out of 5 average rating, 158 reviews

A spacious living area is highlighted by a stone-clad fireplace, surrounded by a large sectional sofa. Natural light filters through the draped windows, revealing a serene outdoor view. A rustic wooden shelf holds decorative items, and a stack of firewood is neatly arranged beside the fireplace.

Condo in Killington

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

PetsWalkabilitySkiing

4.96 out of 5 average rating, 142 reviews

Home in Springfield

Ski Mountain View Estate

Outdoor spacesPetsAccuracy

Private, pet-friendly home rentals

4.93 out of 5 average rating, 152 reviews

A private deck with a hot tub is surrounded by colorful planters filled with seasonal flowers and pumpkins. The entrance to the cabin features a welcoming door framed by autumn decorations, backed by lush greenery from the surrounding forest.

Cabin in Chittenden

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

Outdoor spacesWalkabilityKitchen

4.86 out of 5 average rating, 210 reviews

An A-frame chalet features a sloped metal roof and wooden exterior, surrounded by verdant greenery. A welcoming wooden deck with stairs leads to the entrance, inviting guests to enjoy the natural setting. Large windows allow for sunlight to illuminate the space.

Chalet in Stockbridge

Vermont Chalet

Outdoor spacesPetsView

4.99 out of 5 average rating, 132 reviews

The cabin entrance is framed by freshly fallen snow, with wooden siding that blends into the winter landscape. A lantern on the left provides a soft glow, illuminating the path. Tranquil trees surround the area, enhancing the serene atmosphere.

Cabin in Plymouth

~The ClubHaus~

WalkabilityPetsHiking

4.89 out of 5 average rating, 180 reviews

A spacious wooden deck is featured, equipped with a large patio table and six chairs. A hot tub is positioned nearby, surrounded by trees. Large sliding doors offer access to the interior, allowing natural light to fill the space.

Chalet in Killington

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

WalkabilityOutdoor spacesLayout

5.0 out of 5 average rating, 71 reviews

Chalet in Killington

Slippery Slope Chalet | 5 min to Base & Nightlife

PetsOutdoor spacesQuiet

4.98 out of 5 average rating, 96 reviews

The red cottage is illuminated softly by string lights, surrounded by trees. Outdoor seating is provided with several red Adirondack chairs arranged around a fire pit, creating a cozy gathering space. The evening sky can be seen peeking through the foliage.

Cottage in Bridgewater

Riverside Cottage - Bridgewater Vermont

PetsOutdoor spacesHiking

4.99 out of 5 average rating, 87 reviews

Cabin in Goshen

Modern Vermont Cabin with Panoramic Mountain Views

Outdoor spacesPetsView