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Pet-friendly vacation rentals in Montgomery

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Montgomery

  • Total vacation rentals

    Explore 30 vacation rentals in Montgomery

  • Nightly prices starting at

    Montgomery vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

  • Verified guest reviews

    Over 3,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Montgomery vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Montgomery rentals

  • 4.9 Average rating

    Montgomery stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Montgomery

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.
Home in Montgomery

Hillwest Mountain View

We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

4.96 out of 5 average rating, 141 reviews
Top guest favorite
Home in Montgomery

Rustic Converted Barn near Jay Peak w/Pizza Oven

Located right on Main St. Montgomery Center, you’ll love our Barn because of its quaint and rustic Vermont country atmosphere. Ye Olde Barn has been lovingly renovated and updated while preserving and emphasizing its old farm charm. The Barn offers you the best value in town because of its size and its multiple living spaces. We are Vermonters and love our environment. We have installed solar panels/batteries to reduce carbon footprint. We strongly encourage you to recycle while in our home.

4.92 out of 5 average rating, 125 reviews
Guest favorite
The wooden cabin, characterized by a pitched roof and large front deck, is nestled in a grassy area surrounded by trees. A stack of firewood is neatly arranged beneath the deck, while a dog is seen exploring the green lawn.
Home in Westfield

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

4.95 out of 5 average rating, 263 reviews
Top guest favorite
The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.
Chalet in Westfield

Cozy Chalet at Jay Peak

The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

4.97 out of 5 average rating, 147 reviews
Top guest favorite
A green two-story house is viewed from a snow-covered path leading to its entrance. Thick layers of snow blanket the yard, while tall trees stand in the background against a clear sky, indicating a serene winter setting.
Chalet in Montgomery

Montgomery Meadows Chalet near Jay Peak

Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

4.93 out of 5 average rating, 141 reviews
Top guest favorite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

4.97 out of 5 average rating, 250 reviews
Top guest favorite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you’ll have a hard time leaving!

5.0 out of 5 average rating, 211 reviews
Top guest favorite
A spacious living room showcases original woodwork and a baby grand piano. Comfortable sofas and armchairs are arranged around a central table, with art displayed on the walls. A television is mounted near a window, allowing natural light to fill the space.
Home in Montgomery

Great Old Farmhouse near Jay Peak

Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.

4.94 out of 5 average rating, 279 reviews
Top guest favorite
The exterior of the lodge is presented, featuring light-colored siding and a covered porch area. Snow blankets the ground, while a stone accent column enhances the property’s charm. The bright red door contrasts with the muted tones of the surrounding wall and windows.
Apartment in Montgomery

The Original Montgomery Lodge - Tried and True!

     We are The Montgomery Lodge and we've been doing it right since 2008. That's 15 years of clean, affordable ski (and summer) lodging. Compare us to other area vacation rentals and you'll see that we cannot be beat. Located on Main Street in beautiful Montgomery Center -- the heart of the Jay Peak Region and gateway to VT's North East Kingdom! Walk to shops, grocery, bars, restaurants, spas and enjoy a rare, genuine, non-commercial ski-town experience that will beg your return.

4.94 out of 5 average rating, 155 reviews
Top guest favorite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton, Quebec

La Binocle: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

4.99 out of 5 average rating, 257 reviews
Guest favorite
The exterior of a three-story condo is presented, featuring a modern design in muted grey tones. Snow blankets the ground, and nearby trees stand tall against a backdrop of mountains. The building’s entrance is accessible, with a sign labeled 'Mountainside' visible.
Apartment in Jay

Condo with all amenities M105

Mountainside 105 Located right next to the Ice Haus skating arena, this condo is the perfect home away from home for families traveling with kids! When you book this condo, you and your guests will be a short walking distance to Jay Peak Resort amenities, including indoor and outdoor pools, the incredible, year-round Pump House indoor waterpark and arcade. JAY PEAK RESORT AMENITIES - Indoor and outdoor pools - Sauna - Lazy river - Indoor waterpark - Climbing center - Restaurant

4.95 out of 5 average rating, 116 reviews
Top guest favorite
Cottage in Montgomery

Crofter's Green, Adobe Cottage

The Adobe is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of Vermont. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this bright 2-story cottage sits at the forest's edge and offers a peaceful home base for exploring the Northeast Kingdom. It's simple, comfortable, and surrounded by nature. Find us on social media! @croftersgreen

4.98 out of 5 average rating, 121 reviews

Popular amenities for Montgomery pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favorite
A charming farmhouse is showcased alongside a separate guest building, surrounded by lush greenery and trees. The white exterior is complemented by red accents at the entryways. The well-maintained lawn provides a welcoming approach, highlighting the peaceful rural setting.
Home in Jay

Entire Rustic Farmhouse minutes from Jay Peak

4.87 out of 5 average rating, 107 reviews
Guest favorite
Home in Eden

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!

4.93 out of 5 average rating, 180 reviews
Top guest favorite
An aerial view showcases the home nestled among vibrant autumn foliage, with red, orange, and yellow leaves contrasting against the tranquil lake. A private dock extends into the water, complemented by a row of chairs facing the scenic landscape.
Home in Eden

LakeView Manor

4.95 out of 5 average rating, 216 reviews
Top guest favorite
A single-story house is framed by lush greenery and a clear blue sky. The front deck is accessible from a winding gravel driveway, with neatly trimmed bushes bordering the yard. Large windows invite natural light into the living space.
Home in Craftsbury

Relaxing Craftsbury Retreat

4.95 out of 5 average rating, 119 reviews
Top guest favorite
The red wooden house features a welcoming entryway with a prominent front door framed by large windows. Bright green foliage lines the path, enhancing the natural setting. The garage is visible on the left, with sunlight illuminating the exterior.
Home in Hyde Park

CLASSIC VT STYLE

4.97 out of 5 average rating, 305 reviews
Top guest favorite
The newly constructed cabin features large windows and a wraparound deck, surrounded by lush greenery. A shed is positioned nearby on the well-maintained lawn, providing additional storage. The sky above is filled with dynamic clouds, enhancing the tranquil outdoor setting.
Home in Burke

Trailside Home in East Burke

4.98 out of 5 average rating, 177 reviews
Guest favorite
A wooden sign displaying the word 'Lodge' is affixed to a tree, surrounded by vibrant green leaves. In the background, a spacious log home can be seen set against a clear blue sky, framed by a grassy landscape.
Home in Lowell

Tranquility Lodge Vermont

4.93 out of 5 average rating, 137 reviews
Guest favorite
Home in Jay

Jay Brook Lodge with Hot Tub

4.88 out of 5 average rating, 104 reviews

Pet-friendly home rentals with a pool

Guest favorite
A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.
Chalet in Mansonville

Chalet Potton Cottage - spa, sauna & pool

4.86 out of 5 average rating, 416 reviews
Top guest favorite
A red-painted two-story house is framed by lush green grass and colorful flower beds. A welcoming porch features two white chairs and wooden barrels. A friendly dog is seated at the entrance, adding a homely touch to the exterior.
Place to stay in Johnson

Château Chavis

4.98 out of 5 average rating, 188 reviews
Guest favorite
A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.
Home in Plainfield

Mountain View Farmhouse w/ Orchard, Pool is Open!

4.82 out of 5 average rating, 153 reviews
Guest favorite
Home in Cowansville

Maison Greenwood CITQ 172351

4.85 out of 5 average rating, 157 reviews
Top guest favorite
A spacious two-story home is set among lush greenery, with a large front deck featuring white railings. The exterior showcases a mix of light-colored siding and dark shutters, while tall trees provide a natural backdrop, creating a peaceful atmosphere.
Home in Stowe

EPIC Stowe Getaway - Great For Families & Friends

4.98 out of 5 average rating, 314 reviews
Superhost
A charming treehouse is nestled among tall trees, featuring a red door and decked steps leading to it. Surrounding seating areas are crafted from wood, accompanied by a shaded table with a red umbrella. Soft lights are seen strung among the branches, adding a serene touch.
Treehouse in West Brome

Treehouse, House & Spa. Sleeps 8.

4.81 out of 5 average rating, 220 reviews
Superhost
A serene lake scene is framed by lush greenery and trees. A canoe rests on the grassy shore, with soft water reflections of the surrounding landscape. The sky displays gentle pastel hues, indicating a calm evening atmosphere.
Home in Haverhill

Lakefront Peaceful Getaway in Mountain Lakes

4.8 out of 5 average rating, 196 reviews
Guest favorite
Villa in Stowe

World-Class Villa @ Trapp & Stowe

4.98 out of 5 average rating, 103 reviews

Private, pet-friendly home rentals

Guest favorite
A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.
Farm stay in Fairfield

Organic Farm Hideaway Home and Pond

4.98 out of 5 average rating, 333 reviews
Top guest favorite
The exterior of a contemporary timber frame house is shown, featuring a covered porch with seating arrangements. Wood stacked neatly at the base adds to the rustic charm. A sloped roof peaks at the top, and large windows allow natural light to enter.
Apartment in Jay

Jay Apartment

4.87 out of 5 average rating, 366 reviews
Superhost
The spacious living area features hardwood flooring, a large coffee table placed on a patterned rug, and a gas-burning fireplace. Windows adorned with light curtains allow natural light to fill the room. A dining table with four chairs is visible, enhancing the shared living space.
Condo in Jay

Cozy Jay Condo

4.82 out of 5 average rating, 294 reviews
Top guest favorite
A charming red farmhouse with intricate architectural details is surrounded by lush greenery. The inviting front porch features seating arrangements, while the well-maintained garden adds to the home's appeal. Large windows allow natural light to illuminate the interior.
Farm stay in West Bolton, Quebec

La Ferme Highland

5.0 out of 5 average rating, 210 reviews
Top guest favorite
Chalet in Westfield

Mountain View Chalet near Jay Peak!

4.96 out of 5 average rating, 296 reviews
Guest favorite
The exterior of a log cabin is displayed, featuring a spacious deck with a hot tub and an inviting green Adirondack chair. Surrounding trees display autumn colors, enhancing the natural setting. The structure showcases multiple angles and windows, emphasizing its unique architecture.
Cabin in Bakersfield

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

4.86 out of 5 average rating, 113 reviews
Top guest favorite
Cabin in Morristown

Cady’s Falls Cabin

5.0 out of 5 average rating, 307 reviews
Top guest favorite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guesthouse in Highgate

Beautiful lake-front cottage, Lake Champlain

4.97 out of 5 average rating, 776 reviews

When is the best time to visit Montgomery?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,131ﺩ.ﺇ 1,094ﺩ.ﺇ 992ﺩ.ﺇ 716ﺩ.ﺇ 826ﺩ.ﺇ 771ﺩ.ﺇ 775ﺩ.ﺇ 892ﺩ.ﺇ 819ﺩ.ﺇ 881ﺩ.ﺇ 885ﺩ.ﺇ 1,036
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

Destinations to explore