Pet-friendly vacation rentals in Bolton

4.83 out of 5 average rating, 265 reviews

An exterior view of the barn apartment highlights its rustic wooden façade and multiple windows. A set of stairs leads to the entrance, flanked by vibrant flowers and greenery, providing a welcoming touch to the surrounding landscape.

Barn in Middlesex

Four Season Country Escape at Lone Elm Farm

This 2nd floor barn apartment is a bright and airy space to enjoy quiet, cozy and private country living. Lone Elm Farm is an easy 5 mile drive from downtown Montpelier, 37 minutes to Stowe, VT and 1 hr 22 min. to the Canadian border. Many nordic and alpine ski resorts within an hours drive. Come experience sunrises and sunsets, Fall foliage, and snow (seasonal). The property is 40 acres of organic farm and forest and 1086 ft above the sea! We have adopted Airbnb's strict cleaning protocol

4.97 out of 5 average rating, 138 reviews

The exterior of the barn-style apartment is presented, featuring white siding and large windows. A gravel path leads to the entrance, flanked by vibrant purple irises and lush greenery, creating a welcoming outdoor space in a tranquil setting.

Barn in Williston

The Carriage Barn in Historical Williston Village

Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or lounge at our outdoor fire pit.

4.97 out of 5 average rating, 135 reviews

The exterior of a red house is shown, situated among trees and greenery. A pathway leads to the front door, framed by white flowers. The sky is bright blue, with a few clouds visible, creating a serene outdoor setting.

Cabin in Huntington

Huntington Camp Escape (2-bedroom home with view)

Kick back and relax in this peaceful, stylish two-bedroom home that is centrally located for easy access to skiing, biking, hiking, and exploring. The Camp features beautiful Mountain Views and sits on a wooded hilltop to escape the busy city life. The Camp interior is newly remodeled with all new appliances and furniture. It has two bedrooms, one bath, a fully equipped kitchen and a washer/dryer. One bedroom has a king-sized bed and the other has a queen-sized bed. Come get away and relax!

4.92 out of 5 average rating, 169 reviews

A cozy tiny house stands amidst a winter landscape, surrounded by snow-covered trees. A wooden deck extends from the house, leading to a stone border and a fire pit area. Snow blankets the ground, creating a serene and inviting atmosphere.

Tiny home in Richmond

Tiny on the Hill - Sauna + Burlington + Stowe

Welcome to Tiny on the Hill! Nestled privately at the top of a steep* driveway, Tiny on the Hill features a wrap around deck, private sauna, small frog pond and walking/xc skiing trails through the woods out back. You’ll have everything you need to enjoy Vermont year round! Located 15 mins from Burlington and 5mins from I-89 the location makes it convenient to enjoy Burlington while keeping the skiing/hiking/mountain biking destinations within an hours drive. It’s the perfect in-between spot.

4.99 out of 5 average rating, 156 reviews

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. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

5 out of 5 average rating, 174 reviews

A cozy outdoor seating area features a dark sectional sofa adorned with a soft throw and decorative pillows. A wooden coffee table sits nearby, complemented by warm lighting from lanterns and the natural surroundings of trees. Light snowfall creates a serene atmosphere.

Cabin in Morristown

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

4.98 out of 5 average rating, 137 reviews

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.

4.9 out of 5 average rating, 263 reviews

A rustic cabin features a wooden facade with a red metal roof, surrounded by colorful autumn foliage. A small porch is furnished with white chairs and a cozy couch, inviting relaxation. A rain barrel sits on the side, adding to the cabin's off-grid charm.

Cabin in Duxbury

Off Grid Vermont Cabin-Hike-Write

An off grid cabin in the hills of Vermont with a spectacular view of Camel's Hump. Not for everyone, (no running water, spotty cell service) but if you want quiet, beauty and solitude, this place is for you. A writer-hiker's dream. If it's chilly, the cabin's heated. There's also an ice pack (provided) fridge, propane stove, solar electricity for lights, composting toilet (no smell. Really), pots, cooking utensils, dishware etc We allow one dog (only ONE, please!) for a fee $25 per stay.

Guesthouse in Waterbury Center

The entrance features a wooden door and is framed by natural wood shingles. Two steps lead up to the threshold, which opens into a rustic entryway with a stone floor and wooden walls. A small lantern is mounted beside the door.

4.99 out of 5 average rating, 228 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

4.97 out of 5 average rating, 279 reviews

A quaint tiny house sits nestled among autumn foliage. An owl-themed flag flutters nearby, while a green structure features large glass doors. The surrounding area displays a mix of natural elements and colorful leaves, creating a serene outdoor environment.

Tiny home in Duxbury

Tiny House at Camp Comyns

NO check in. Total privacy. Tiny House with a big heart! This magical place is located 3 miles from Waterbury (I-89 exit 10), walking distance to Camel's Hump hiking trails and the Long Trail. Cross Vermont biking, VAST snow mobile trails, kayaking, swimming, fishing, skiing and more. Breathtaking views of mountains, gorgeous foliage. Great restaurants, breweries and live music all within five miles. Plenty of parking. Close to Stowe, Montpelier, and Burlington.

4.93 out of 5 average rating, 242 reviews

Cabin in Moretown

Waldhaus - Modern Forest Cabin

Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

4.93 out of 5 average rating, 287 reviews

A serene forest scene captures a shallow stream flowing among bare trees, with a gentle sunlight filtering through. In the foreground, a colorful insulated cup with a giraffe design rests on a rock, surrounded by autumn leaves, adding a touch of whimsy.

Apartment in Hinesburg

Hilltop Haven

This peaceful spot rests between Burlington and Stowe in the largest section of the VAST trail with THE BEST mountain biking and hiking! This is a spacious loft efficiency apartment above a garage with a private balcony. Sugarbush, Mad River, Bolton Valley, Lake Champlain, all nearby. New hot tub! Cold plunge! Wifi and WiFi calling! New stove and fridge! You will need ALL-WHEEL DRIVE to get here in the WINTER and spring during MUD SEASON.

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Popular amenities for Bolton pet-friendly home rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 100 reviews

A multi-story wooden home is surrounded by trees, showcasing a blend of natural and constructed elements. A spacious deck extends across the front, featuring outdoor seating. A gravel driveway leads up to a garage door, with ample outdoor space visible to the side.

Home in Cambridge

Mountainside Lodge, near wedding barns/Stowe

4.96 out of 5 average rating, 506 reviews

The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.

Home in Fairlee

Cozy Bow House Perched in Trees w/ Hot Tub & View

4.92 out of 5 average rating, 202 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

4.99 out of 5 average rating, 147 reviews

An exterior view of the modern house is highlighted, featuring large, south-facing windows that reflect daylight. Surrounded by snow, a wooden deck is set with a dining table and chairs, along with a fire pit area, creating an inviting outdoor space.

Home in Barnard

The Looking Glass, a modernistic escape

4.91 out of 5 average rating, 201 reviews

Home in Johnson

Haven Tiny House w/hot tub on river near Stowe

5 out of 5 average rating, 103 reviews

A scenic view of Ten Springs Farm showcases vibrant autumn foliage surrounding the farmhouse and red barn. Lush trees with a variety of colors are present in the foreground, complementing the greenery of the field. The backdrop features distant mountains under a bright blue sky.

Home in Underhill

Ten Springs Farm at the foot of Mt. Mansfield

4.85 out of 5 average rating, 177 reviews

A cozy living area features a sectional sofa adorned with yellow accent pillows and a stylish decorative throw. A round coffee table with a metallic base sits centrally, accompanied by a mid-century armchair. The space is brightened by natural light flowing in from multiple windows.

Home in Stowe

Modern design in the woods, private, beautiful

4.97 out of 5 average rating, 263 reviews

Home in Hyde Park

CLASSIC VT STYLE

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Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 163 reviews

A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.

Apartment in Barre

Relax in Recreation Paradise!

4.96 out of 5 average rating, 145 reviews

The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.

Home in Granville

Epic Views of the Green Mountains

4.95 out of 5 average rating, 434 reviews

A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.

Yurt in Randolph

Lower Yurt Stay on VT Homestead

4.99 out of 5 average rating, 101 reviews

An outdoor patio space is featured, including two colorful chairs and a lounge chair. A small table holds decorative items, set against a backdrop of green grass and trees. Natural light filters in, creating a relaxing atmosphere.

Condo in Killington

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

4.98 out of 5 average rating, 267 reviews

A clear blue above-ground pool is seen, bordered by white fencing. Red and white striped chairs are positioned near the house, which features multiple windows and a covered porch. Lush green trees provide a natural backdrop against a bright blue sky.

Home in Stowe

EPIC Stowe Getaway - Great For Families & Friends

4.77 out of 5 average rating, 241 reviews

A seasonal outdoor pool is surrounded by a fenced area, featuring lounge chairs and a colorful hammock. Lush green trees provide shade, while sunlight reflects off the clear water. A nearby cottage is visible in the background, adding to the tranquil setting.

Cottage in Stowe

Cute Cottage - Poolside - Minutes To Activities

Apartment in Williamstown

A serene outdoor space features a round swimming pool surrounded by a wooden deck. Lounge chairs are positioned nearby, with greenery providing a natural backdrop. A colorful float is situated at the pool's edge, enhancing the inviting atmosphere of the area.

4.9 out of 5 average rating, 125 reviews

Cozy/Private, close to hospital, i-89

5 out of 5 average rating, 142 reviews

A welcoming living area features a rustic wooden table surrounded by sturdy chairs. A cozy fireplace is set in a stone mantel, lit with a warm glow. A Christmas tree adds a festive touch, and a dog sits comfortably on a colorful woven rug.

Place to stay in Johnson

Château Chavís

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Private, pet-friendly home rentals

4.97 out of 5 average rating, 230 reviews

A vibrant red barn is framed by greenery, with a full rainbow arching across a darkening sky. The barn's luminous white roof contrasts with the moody backdrop, creating a serene countryside image.

Barn in Middlesex

Jules Gem

4.98 out of 5 average rating, 172 reviews

An inviting cabin exterior is seen surrounded by lush greenery and fall foliage. A sturdy wooden staircase leads to a welcoming porch, while the metal roof and wooden accents reflect a rustic charm. A rock bed enhances the natural landscaping around the cabin.

Cabin in Cambridge

Secluded Riverside Loft next to Smuggs

4.9 out of 5 average rating, 139 reviews

A cozy loft space features sloped ceilings and large windows that frame views of the outdoors. A red couch sits in front of a coffee table stacked with magazines. A dining table with chairs is positioned nearby, enhancing the living area.

Loft in Duxbury

Cozy 1 bedroom loft apartment

4.84 out of 5 average rating, 201 reviews

A quaint tiny home is set amidst a lush green lawn, featuring a front porch with steps leading to the entrance. Two blue chairs are positioned near a gas grill, while a fire pit sits on a stone patio. A backdrop of open farmland is visible.

Tiny home in Hyde Park

Tiny House at Stony Brook Farm

4.99 out of 5 average rating, 516 reviews

A playful dog runs along a grassy path, surrounded by vibrant fall foliage. Trees with orange and yellow leaves create a serene backdrop, while a rustic cabin is visible in the distance. The scene captures the tranquility of the wooded area.

Guesthouse in Monkton

Relax & Recharge in 40 Acres - Pups Welcome

4.92 out of 5 average rating, 104 reviews

A wooden dock extends towards a grassy area with a picnic table and chairs beneath a large umbrella. The quaint red cottage is visible in the background, surrounded by trees. A fire pit is situated nearby, adding to the outdoor gathering space.

Cottage in Fletcher

Lakefront Cottage near Smugglers Notch Vermont

4.9 out of 5 average rating, 395 reviews

A charming cabin is nestled within vibrant greenery, featuring a green roof and large windows that invite natural light. Flowering plants and well-maintained grass surround the entrance, enhancing the cabin's connection to the outdoors. The view includes open fields in the background.

Tiny home in Hyde Park

Super Cozy Cabin with WiFi