Pet-friendly vacation rentals in Chittenden

4.94 out of 5 average rating, 117 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.

WalkabilityPetsSkiing

Guest suite in Lake Bomoseen

An aerial view showcases a large, red two-story building with a metal roof nestled among lush greenery. The property features multiple decks and a private outdoor space. The surrounding landscape provides a serene backdrop of trees and grass, enhancing the natural setting.

4.97 out of 5 average rating, 267 reviews

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.

WalkabilityOutdoor spacesBeach

Earthen home in Granville

The interior of a cozy yurt features an orange clay wall and a wooden ceiling with exposed beams. A spacious bed is dressed in white linens, and a small desk with a chair sits nearby. A wood stove is positioned next to a area rug, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 175 reviews

Sculpted Earthen Yurt in Green Mtns

Get away from it all in a wild mountain wonderland! Beautifully appointed yurts & a cabin surrounded by 25 acres of private forest, all to yourself. Hand-sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Explore local waterfalls and MTB trails, hike from the doorstep, make a campfire under a glittering, light-pollution-free sky. A private paradise for couples & outdoorsy families; a haven for writers & creatives; a quiet refuge to find yourself again.

WalkabilityOutdoor spacesHospitality

4.95 out of 5 average rating, 166 reviews

A vintage gas station building features a white exterior with red lettering spelling 'TEXACO.' Large glass windows line the front, showcasing a clear view of the interior. The American flag is displayed prominently, and a tree-lined background adds a touch of greenery.

Home in Castleton

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

WalkabilityPetsSkiing

4.94 out of 5 average rating, 130 reviews

A spacious outdoor deck features a mix of seating, including lounge chairs and a table set for two. String lights are elegantly draped above, providing a warm glow. Surrounding trees add to the natural setting, enhancing the peaceful atmosphere.

Cabin in Stockbridge

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 spacesLocation

4.97 out of 5 average rating, 523 reviews

Two treehouse structures are nestled among the trees, with one featuring warm lighting. A wooden walkway connects them, leading to a cozy outdoor fire pit area. Surrounding foliage is lush, and the twilight sky enhances the serene atmosphere.

Treehouse in Hancock

The SugarMaple Treehouse @ Vermont ReTREEt

This glamping style treehouse is cradled by three maple trees and stands as a haven above the ground nestled amidst the Green Mountain National Forest. It was hand crafted by us to offer a reTREEt in the heart of central Vermont. Do you want to hangout in a treehouse and get a chance to feel connected with nature? then book already and start looking forward to your trip Have a question? ask Any hesitation? reach out Want to discuss treehouses? send a message check out our listings

WalkabilityOutdoor spacesIndoor spaces

4.98 out of 5 average rating, 164 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.

Outdoor spacesPetsAmenities

4.97 out of 5 average rating, 236 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

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!

WalkabilityOutdoor spacesDecor

4.86 out of 5 average rating, 279 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 spacesPetsLocation

4.93 out of 5 average rating, 384 reviews

A modern wood stove stands prominently, emitting a warm glow from the flames inside. A stylish armchair is positioned nearby, with a woven basket beside it. A pair of hiking boots rests lightly on the floor, complementing the cozy atmosphere of the space.

Cabin in Royalton

Scandinavian design Cabin hiking trail + hot tub

Welcome to our charming cabin nestled in the heart of the woods, where comfort meets tranquility. This 400 sq. ft retreat is bathed in natural light, boasting high-quality appliances, strong WiFi and thoughtfully curated design furniture to ensure a cozy and memorable stay. Relax in our private Goodland wood burning hot tub. Goodland wood burning hot tub is available 365 days a year. EV charger level 2 available.

PetsWalkabilityAccuracy

4.91 out of 5 average rating, 117 reviews

A cozy living room area is presented with a dark gray sofa adorned with white pillows. A television is positioned on a light-colored console, with framed black-and-white nature photographs displayed on the wall. Natural light filters through the windows, enhancing the serene environment.

Home in Pittsford

Convenient Vermont Getaway

Conveniently located near the top ski and mountain bike attractions, incredible trails, resorts, and the towns of Woodstock, Middlebury, Killington, Pico, and Rutland. This historic property has been in existence since 1832 and has been lovingly maintained with a backdrop of the Adirondacks beyond the picturesque pasture. This one bedroom apartment is located downstairs in the two story duplex.

WalkabilityOutdoor spacesBackyard

4.94 out of 5 average rating, 147 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

Reconnect with nature at the Outside Inn, a four season retreat, locally known as the Labor of Love. A man fell in love with a woman, but when he asked for her fathers blessing he said, first you must build her a home. So he built this beautiful post and beam cabin and they lived happily ever after! *Decorated seasonally!* IG/TikTok: outside_inn_vt FB: Outside Inn VT

Outdoor spacesPetsCondition

Popular amenities for Chittenden pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.79 out of 5 average rating, 112 reviews

Home in Rutland

Rustic Vermont cottage for families - self checkin

WalkabilityDecorAir conditioning

4.96 out of 5 average rating, 175 reviews

An open-concept living area showcases rustic wooden beams and large windows, allowing natural light to fill the space. A dining table with wooden chairs is positioned near the kitchen, which features modern appliances and a cozy wood stove on a stone base.

Home in Granville

Epic Views of the Green Mountains

PetsOutdoor spacesBiking

4.99 out of 5 average rating, 168 reviews

Home in Woodstock

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

PetsOutdoor spacesWifi

4.95 out of 5 average rating, 257 reviews

A wide view of colorful autumn foliage is captured, showcasing a variety of trees with hues of red, orange, and yellow. A clear blue sky sets a backdrop against the distant mountains, creating a serene landscape.

Home in Danby

Comfortable farmhouse with stunning views

PetsOutdoor spacesParks

4.85 out of 5 average rating, 256 reviews

A welcoming living area features a large fieldstone fireplace, with a soft couch and several armchairs arranged for comfort. A coffee table sits in the center of the space. Above, warm lighting illuminates an adjacent dining area, enhancing the cozy atmosphere.

Home in Pittsfield

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

WalkabilityPetsParks

4.97 out of 5 average rating, 75 reviews

A comfortable living area features a light-colored sofa and two blue chairs arranged around a wooden coffee table. Natural light enters through multiple windows, and wall art adds a touch of charm. A ceiling fan is positioned above, enhancing the relaxed ambiance.

Home in Chittenden

The Cottage - Green Mountain Getaway

Outdoor spacesPetsParking

4.93 out of 5 average rating, 136 reviews

The exterior of the renovated farmhouse is visible, showcasing a blend of historical charm and modern updates. Large windows allow plenty of natural light into the sunroom. The expansive yard is lined with mature trees, and the bright autumn foliage adds a warm, seasonal touch.

Home in Brandon

Rand’s Retreat

WalkabilityOutdoor spacesLayout

4.98 out of 5 average rating, 235 reviews

A rustic cabin is nestled among vibrant wildflowers and lush greenery. A variety of flowers, including purple and yellow blooms, frame the scene, leading the eye towards the charming structure with a classic metal roof and wooden accents.

Home in West Windsor

Meadow View. 35 acres outside your door!

WalkabilityOutdoor spacesLaundry

Pet-friendly home rentals with a pool

4.71 out of 5 average rating, 135 reviews

An open living area is showcased, featuring a leather sofa in a neutral tone and a rustic wooden coffee table. A mounted television is positioned above a cozy stone fireplace. The adjoining kitchen area is visible, along with a wooden dining table that seats four.

Condo in Killington

Killington Tree House: 2 Room Modern Condo 432

WalkabilityPetsLaundry

4.95 out of 5 average rating, 174 reviews

A spacious living area features a plush sofa, a wooden dining table with chairs, and a large window allowing natural light. An electric fireplace is positioned against a stone wall, and a smart TV is mounted above a media console. The decor includes subtle rustic elements.

Condo in Killington

AC | Dog-Friendly | Bike, Hike & Relax

WalkabilityPetsAir conditioning

4.93 out of 5 average rating, 318 reviews

Townhouse in Killington

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

PetsWalkabilityQuiet

4.99 out of 5 average rating, 167 reviews

A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.

Home in Killington

SugarBear- Pool, AC, Sauna, Gym, Tennis!

PetsWalkabilityDecor

4.84 out of 5 average rating, 112 reviews

Townhouse in Killington

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

PetsWalkabilityAccess

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!

WalkabilityPetsValue

4.92 out of 5 average rating, 155 reviews

A serene view of the Vermont horse farm features a spacious white house surrounded by lush green lawn. Horses can be seen grazing nearby, and the landscape is complemented by rolling hills and fluffy clouds in the sky.

Apartment in Clarendon

Vermont Horse Farm

PetsOutdoor spacesQuiet

4.93 out of 5 average rating, 111 reviews

A vibrant autumn landscape is visible, featuring a two-story green townhome bordered by a well-maintained lawn. Colorful foliage on nearby trees and surrounding hills creates a warm ambiance, highlighting the natural beauty of the area in this scenic outdoor view.

Townhouse in Killington

Topridge 3BR w Incredible View & Private Hot Tub!

Outdoor spacesCleanlinessKitchen

Private, pet-friendly home rentals

4.88 out of 5 average rating, 33 reviews

The exterior of a yellow cottage is showcased against a backdrop of colorful autumn foliage and rolling mountains. A manicured lawn leads to a fenced area, providing a peaceful setting for outdoor activities enhanced by the natural beauty surrounding the property.

Home in Chittenden

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski

WalkabilityOutdoor spacesTV

4.99 out of 5 average rating, 130 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~

PetsOutdoor spacesLocation

5 out of 5 average rating, 29 reviews

Apartment in Rutland

Alynn's Hideaway

PetsWalkabilityCleanliness

4.97 out of 5 average rating, 39 reviews

Home in Barnard

The Looking Glass, a modernistic escape

Outdoor spacesPetsComfort

4.97 out of 5 average rating, 271 reviews

Cabin in Mount Holly

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi

Outdoor spacesWalkabilityBathroom

4.86 out of 5 average rating, 200 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 spacesWalkabilityAccuracy

4.95 out of 5 average rating, 43 reviews

An aerial view showcases a modern home nestled among trees, illuminated warmly at dusk. The exterior features dark wood siding and large windows, with a stone-lined driveway leading to the entrance. Surrounding natural foliage enhances a serene atmosphere.

Home in Chittenden

Backyard Deck+Modern Interior | House on the Rocks

Outdoor spacesLocationCheckout