Pet-friendly vacation rentals in Chittenden

4.94 out of 5 average rating, 126 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 spacesPetsSleep quality

4.97 out of 5 average rating, 114 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.

PetsOutdoor spacesIndoor spaces

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

WalkabilityPetsLong stay

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

PetsOutdoor spacesSleep quality

4.94 out of 5 average rating, 476 reviews

The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.

Farm stay in Salisbury

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Outdoor spacesPetsBiking

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 spacesCheckout

4.86 out of 5 average rating, 294 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.

WalkabilityPetsSleep quality

4.85 out of 5 average rating, 256 reviews

Home in Pittsfield

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

Set on a private road in the hills of Pittsfield, our house welcomes you year-round. Right in the heart of the Northeast’s best winter-sports, it's convenient to Killington ski resort, VAST snowmobile trails, Mountain Meadows cross country skiing and Green Mountain National Golf course. Furthermore, there are wonderful hikes and mountain biking to be done on the property and beyond - particularly beautiful in the fall.

PetsWalkabilityValue

Superhost

Home in Rutland

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!

WalkabilityComfortLaundry

4.78 out of 5 average rating, 113 reviews

4.92 out of 5 average rating, 131 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.

WalkabilityPetsAir conditioning

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

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

WalkabilityPetsValue

4.91 out of 5 average rating, 222 reviews

A charming two-story lake house apartment features a welcoming exterior with a covered porch adorned with hanging plants. Bright sunlit spaces are framed by large windows, and a grassy area is visible in the foreground, enhancing the outdoor ambiance.

Apartment in Salisbury

Doc's Lake House 1st floor, 2 bdrm full apartment

Charming 2 bedroom lake house apartment. Fully furnished and with everything you need (shampoo, soap clean towels, linens and blankets, dishes and cookware,) all ready for you to move in for your lake vacation. Lake access across the road with Dock, (sorry no docking your boats allowed) campfire, grassy yard to play on or relax on by the lake. kayak/canoe available

PetsWalkabilityGetting around

Popular amenities for Chittenden pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 169 reviews

A serene view captures a green field leading to distant mountains, with a weathered barn nestled among trees. A small shrub occupies the foreground, providing a sense of depth. The landscape reflects a tranquil countryside setting.

Home in Bethel

Vermont private retreat with gorgeous views.

Outdoor spacesPetsHiking

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

WalkabilityOutdoor spacesCheck-in

4.78 out of 5 average rating, 277 reviews

Home in Randolph

Vermont Highland

PetsOutdoor spacesLong stay

4.95 out of 5 average rating, 210 reviews

The wrap-around porch is adorned with vibrant autumn leaves and seasonal decorations. A wooden railing frames the steps, leading to pots of yellow flowers. Colorful pumpkins and a decorative gourd add a festive touch, creating an inviting entryway to the home.

Home in Rochester

The McKinley House

PetsOutdoor spacesLocation

4.96 out of 5 average rating, 179 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 spacesAccuracy

4.94 out of 5 average rating, 180 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

PetsWalkabilityParking

4.93 out of 5 average rating, 103 reviews

Home in Reading

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

WalkabilityPetsIndoor spaces

5.0 out of 5 average rating, 121 reviews

A custom home is surrounded by lush greenery and flowering shrubs. Two blue Adirondack chairs are placed on a stone path leading to the front door. Sunlight filters through the trees, creating a serene atmosphere in the peaceful rural setting.

Home in Cornwall

Custom Home, minutes from Middlebury

Outdoor spacesPetsAccess

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 308 reviews

A warm living area is highlighted by a wood-burning fireplace, providing a cozy focal point. A comfortable sofa and coffee table fill the space, while a large flat-screen TV is mounted above the fireplace. A friendly dog sits on the floor, enhancing the welcoming vibe.

Condo in Killington

Vermont Retreat, Dogs Welcome, Pool & Spa

Outdoor spacesPetsWifi

4.9 out of 5 average rating, 134 reviews

A refreshing pool is visible in the foreground, featuring a blue inflatable shark and a colorful inner tube. A shaded seating area with a large blue umbrella is highlighted by striped chairs. In the background, a charming building peeks through lush green foliage.

Home in Killington

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

WalkabilityOutdoor spacesEV charging

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.

4.93 out of 5 average rating, 115 reviews

Topridge 3BR w Foliage Views & Private Hot Tub!

Outdoor spacesLocationAir conditioning

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.

4.88 out of 5 average rating, 307 reviews

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

WalkabilityOutdoor spacesSolo travel

Superhost

4.84 out of 5 average rating, 112 reviews

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

WalkabilityOutdoor spacesCleanliness

4.93 out of 5 average rating, 321 reviews

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Outdoor spacesPetsWifi

4.92 out of 5 average rating, 172 reviews

Home in Killington

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

WalkabilityOutdoor spacesBiking

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!

WalkabilityPetsCheckout

Private, pet-friendly home rentals

4.83 out of 5 average rating, 59 reviews

A living area features a rustic stone fireplace, with a cozy seating arrangement to one side. A wooden shelf displays books and decor. A television is positioned on a wooden cabinet, while logs are neatly stacked beside the fireplace, contributing to the warm atmosphere.

Cabin in Chittenden

House on Molly Brook Trail

Outdoor spacesPetsParking

4.96 out of 5 average rating, 45 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 spacesCheckoutEV charging

5.0 out of 5 average rating, 32 reviews

Apartment in Rutland

Alynn's Hideaway

PetsWalkabilityCheck-in

5.0 out of 5 average rating, 20 reviews

A spacious house is set on a lush green lawn, surrounded by trees and manicured shrubs. The charming porch wraps around the residence, offering views of the nearby hills. Bright blue skies create a serene backdrop for this inviting outdoor space.

Home in Pittsford

Pastoral Pittsford Home

WalkabilityPetsKitchen

4.99 out of 5 average rating, 86 reviews

A spacious log cabin features a welcoming facade with large windows and a red front door. The property is surrounded by neatly manicured lawns and trees, providing a serene setting. The roof is gently sloped, complementing the rustic appearance of the home.

Cabin in Mendon

Private Cabin w/ Golf Sim and Ultimate Game Room

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 17 reviews

Home in Killington

Cedar Wood Lodge

WalkabilityLaundryComfort

4.99 out of 5 average rating, 87 reviews

Cabin in Goshen

Modern Vermont Cabin with Panoramic Mountain Views

Outdoor spacesWalkabilityLocation