Pet-friendly vacation rentals in Rutland

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.

4.94 out of 5 average rating, 126 reviews

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.

WalkabilityOutdoor spacesCleanliness

4.98 out of 5 average rating, 180 reviews

The cabin exterior features a two-story wooden structure surrounded by lush greenery. A stone patio with multiple seating options provides access to the lawn. Large windows enhance the views, while a balcony adds dimension to the facade.

Cabin in Comstock

East Cabin

The East Cabin is quietly tucked between the Green Mountains of VT and the Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on the BBQ and eat S’mores by the campfire at night. Farm fresh products for purchase at our farm store, including our own pasture raised beef. We also have the West Cabin available for your family and friends.

PetsOutdoor spacesLong stay

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.

Mi Casa es su Casa!

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 spacesLaundry

4.97 out of 5 average rating, 279 reviews

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

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

PetsWalkabilityGetting around

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 spacesHiking

4.84 out of 5 average rating, 190 reviews

An old barn features weathered wooden siding and large windows, set against a backdrop of vibrant autumn foliage. A maple tree with bright orange leaves provides a natural canopy, while a carpet of fallen leaves covers the grassy ground, creating a serene outdoor scene.

Barn in Mount Holly

Mapleside Escape: Sugar/Ski/Green Mountains

Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

PetsOutdoor spacesAir conditioning

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.

Outdoor spacesPetsCheckout

4.94 out of 5 average rating, 154 reviews

A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.

Home in Poultney

Cozy Home in Poultney, Vermont.

If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

Outdoor spacesPetsFamily

4.95 out of 5 average rating, 229 reviews

A spacious living room features a comfortable sofa and armchair, enhancing relaxation. A large television is positioned in front, with decorative elements and artwork on the walls. Soft lighting from lamps and windows creates a welcoming ambiance in the well-designed space.

Guest suite in Clarendon

River House Apartment - Dog friendly

Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

WalkabilityOutdoor spacesParking

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

Coffee on the patio. Mountains turning gold. Your dog already halfway down the trail. That’s summer and fall at The Woods. This spacious dog-friendly 2BR sleeps 6 and features a full kitchen, fireplace, private patio, and access to the indoor pool, hot tub, and spa. Minutes from Killington Bike Park, hiking, golf, and restaurants, it’s the perfect home base for Vermont adventures. Bring the crew. Bring the pup. This is the place guests rebook before checkout.

Outdoor spacesPetsBathroom

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.

PetsWalkabilityParking

Superhost

4.78 out of 5 average rating, 113 reviews

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!

WalkabilityHeatingSkiing

Popular amenities for Rutland pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 263 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

WalkabilityPetsLaundry

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

Outdoor spacesWalkabilityComfort

4.99 out of 5 average rating, 170 reviews

Home in Woodstock

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

PetsWalkabilityBackyard

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 spacesPetsLaundry

4.93 out of 5 average rating, 103 reviews

Home in Reading

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

WalkabilityPetsView

4.95 out of 5 average rating, 324 reviews

The exterior of a two-story contemporary home is depicted, featuring green-framed windows and a pathway lined with gravel. Adjacent grassy areas and trees create a natural setting. A blue flag flutters near the entrance, enhancing the welcoming feel of the property.

Home in Weston

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

WalkabilityPetsParks

4.97 out of 5 average rating, 110 reviews

Home in Bridgewater

Breathtaking Riverfront Retreat w/Mountain Views

PetsOutdoor spacesAmenities

4.88 out of 5 average rating, 104 reviews

A newly renovated lakefront home is showcased, featuring a spacious deck with comfortable seating and a covered lower level area. Soft lighting illuminates the exterior, highlighting the modern finishes and architectural details against a twilight sky.

Home in Ludlow

VT Lakefront House, Lake Fun, Fall Foliage and Ski

PetsOutdoor spacesLayout

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 1028 reviews

The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.

Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

Outdoor spacesPetsParking

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 spacesSleep qualityFamily

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)

WalkabilityPetsAir conditioning

4.79 out of 5 average rating, 121 reviews

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

Outdoor spacesPetsCleanliness

4.93 out of 5 average rating, 321 reviews

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Outdoor spacesWalkabilityAmenities

4.92 out of 5 average rating, 172 reviews

Home in Killington

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

PetsWalkabilityCheckout

4.9 out of 5 average rating, 184 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

WalkabilityOutdoor spacesLocation

4.98 out of 5 average rating, 214 reviews

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Historic Farm Stay | Heated Pool + Hot Tub

WalkabilityOutdoor spacesCleanliness

Private, pet-friendly home rentals

4.99 out of 5 average rating, 160 reviews

A small balcony features a blue bistro table with two matching chairs, accompanied by a vase of fresh flowers. Scenic views of rolling hills and lush greenery extend beyond the railing, while a wooden fence offers a sense of privacy.

Guest suite in Castleton

Vermont Hill Top Studio

WalkabilityPetsComfort

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

WalkabilityPetsView

5.0 out of 5 average rating, 32 reviews

Apartment in Rutland

Alynn's Hideaway

PetsWalkabilityComfort

The Madden Mountain Home is set against a snowy mountain backdrop, showcasing a blend of nature and cozy comfort. An inviting bedroom features layered bedding and ample natural light. The kitchen displays a wooden countertop, and an aerial view reveals a well-maintained property with outdoor seating.

4.98 out of 5 average rating, 85 reviews

*Pet Friendly* The Madden Mountain Home

Outdoor spacesPetsHospitality

Superhost

The image captures a vibrant rainbow arching over a neighborhood scene. A well-maintained yard is displayed in the foreground, featuring a grassy area and a white picket fence. Houses with pastel-colored exteriors are visible on either side, reflecting warm sunset tones.

Apartment in Rutland

Easy access to Rutland

WalkabilityPetsCleanliness

4.82 out of 5 average rating, 84 reviews

A spacious bedroom features a wood-paneled ceiling and cozy carpeting. A comfortable bed is positioned alongside a textured bedspread. An electric fireplace and a mounted flat screen TV add convenience. Natural light filters through the window, enhanced by a view of the outdoors and tasteful wall decor.

4.98 out of 5 average rating, 85 reviews

Spacious 5BR Retreat | Near Pico & Killington

WalkabilityOutdoor spacesCheckout

4.97 out of 5 average rating, 31 reviews

Pet-Friendly Spacious Ski Pad 20 min to Killington

Sleep qualityDecorBathroom