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Pet-friendly vacation rentals in Cavendish

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Cavendish

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

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Home in Readsboro

4.86 out of 5 average rating, 125 reviews

Beautiful Vermont! (Pet Friendly)

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked house(this is our home we Airbnb when we're away working ).Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires. Bennington Wilmington. Great location! PEACEFUL & PERFECT Vermont getaway! ☺

A cozy bungalow porch features a welcoming entry door framed by two windows. A dog lies comfortably on the wooden deck, which is partially covered by a pale blanket. The porch is accentuated by a circular chair and a sign identifying the property.

4.94 out of 5 average rating, 192 reviews

Gatsby's Getaway

Ready to disconnect and recharge? Welcome to Gatsby's Getaway! Watch the sun rise over the Green Mountains and Little Lake from the comfort of your deck. If the weather disagrees, enjoy your coffee in front of the cozy fireplace in your charming bungalow, complete with cathedral ceilings and sliding glass doors. Close to hiking & biking trails, and many outdoor activities. 10 minutes to nearby Granville, NY or Poultney, VT. While not technically a 'tiny' house, it is a cozy cabin of 550sqft.

The tiny house features a modern wooden exterior with large glass doors and a front porch area. A small set of steps leads to the entrance, while outdoor seating is situated nearby. Lush greenery surrounds the home, providing a natural setting.

Tiny home in Clarendon

4.9 out of 5 average rating, 225 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

The exterior of a newly renovated white house is presented, featuring a prominent front entryway with steps leading to a porch. Large windows allow for ample natural light. A grassy yard surrounds the home, with a dog resting peacefully on the ground nearby.

Home in Mount Holly

4.92 out of 5 average rating, 118 reviews

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

The living area features a cozy sofa adorned with decorative pillows, positioned around a central coffee table. Natural light enters through a large window beside the door, illuminating the wood-paneled walls and rustic floor. A simple area rug adds texture to the space.

Cottage in Hartland

4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a shared 20-acre sanctuary. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bathroom (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. 10% off for guests using only one bedroom (cannot be combined with other discounts). See details in property description. Dog sitting & walks sometimes available - please inquire for rates & info ahead of time.

A spacious home nestled in a serene natural setting, surrounded by lush greenery. The property features a wooden exterior and a stone chimney, with a gravel driveway leading to the house. Scenic mountains can be faintly seen in the background beneath a partly cloudy sky.

4.81 out of 5 average rating, 125 reviews

Quiet House in the Woods

Relax with the whole family at this peaceful place to stay. - Gregg Lake 5 mins away (Swim, Volleyball, Swings, Boat Docks) - Great hiking trails (Monadnock & Miller State Park) - Ski in the winter (Crotched Mountain 20 mins away, Pats Peak 30 mins away) - Small town: Mom & Pop shops/restaurants, Antique stores - 2 Decks: Out door dining & sitting areas This is not an investment property, this is my home. Please be respectful of the property. Thank you! Hope you enjoy your stay!

Tiny home in Jamaica

4.94 out of 5 average rating, 1,254 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Top guest favorite

Chalet in Dover

4.98 out of 5 average rating, 109 reviews

Mountain Chalet: Brook-Hot Tub-Firepit-Mins to Ski

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best cuisine VT has to offer.

Top guest favorite

A cozy living and dining area is portrayed with wooden floors and large windows. A plush sofa, centered on a geometric area rug, faces a flat-screen TV mounted on the wall. A dining table with chairs is positioned nearby, complemented by a small side table and a heater.

Apartment in Royalton

4.98 out of 5 average rating, 181 reviews

Quiet Vermont Get Away

This space is ideal for a family or friends. This is a dog-friendly apartment located above our garage with stairs. Just 5 min off Exit 3 on I89. Full kitchen to make family meals. Cozy living/dining space. Come and stay for skiing, snowmobiling, hiking, biking, golf, local breweries and so much more depending on the season. Close to Vt Law School. 35-40 minutes to Killington, Pico, Stowe, Bolton and Sugarbush. 20 minutes to Quechee and Woodstock. Sleeps 5/6 with using a bunk bed.

The exterior of the home displays a warm wooden facade complemented by a metal roof. Surrounded by snow-covered ground and trees, the structure features large windows and a balcony on the second floor, inviting natural light and outdoor views.

4.91 out of 5 average rating, 162 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Comfortably accommodates 12 people. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

A serene lake is surrounded by trees adorned in autumn colors, showcasing vibrant reds, oranges, and yellows. A small, lone island with a tree stands in the center of the calm water, with distant mountains visible on the horizon under a cloudy sky.

Townhouse in Killington

4.88 out of 5 average rating, 265 reviews

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

Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

A comfortable living area is furnished with two gray sofas adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a patterned area rug. A dining table with red chairs is positioned nearby, creating an inviting space for relaxation and gathering.

Apartment in Keene

4.94 out of 5 average rating, 218 reviews

The Carriage House Loft: Seasonal Stays

Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern eclectic two-bedroom(no door on loft bedroom) apartment, just one block from Central Square in Downtown Keene. Featuring newly remodeled kitchen, fitted with electric range and microwave. Other tenants occupy part of the building, but guests have a private entrance and off-street parking behind the building. Comfortable for up to four guests. Pet friendly!

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Popular amenities for Cavendish pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

The exterior of a single-story house is depicted with a front porch and steps leading to the entrance. A chimney protrudes from the roof, and trees frame the surrounding area, creating a serene, natural setting.

4.92 out of 5 average rating, 49 reviews

Little House with Lots to Offer

Home in Killington

4.75 out of 5 average rating, 53 reviews

Breakaway House "B" Side: Renovated Ski Home

Top guest favorite

The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.

4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

A scenic road stretches into the distance, bordered by trees displaying vibrant autumn colors. Green and orange foliage contrasts against the cloudy sky, while a white picket fence runs along one side of the road, enhancing the natural landscape.

Home in Shaftsbury

4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

A charming two-story farmhouse is framed by vibrant autumn foliage. The exterior features a deep blue facade with white trim and multiple balconies. Satellite dishes are mounted on the roof, and a barbecue grill is visible on the porch, inviting outdoor gatherings.

4.83 out of 5 average rating, 284 reviews

Nature Lover's Paradise

A charming custom home is nestled among trees with colorful autumn foliage. The house features a wooden deck with outdoor seating and a stone fire pit in the front yard. A flagstone pathway leads to the entrance, complementing the natural landscape.

Home in Sunapee

4.93 out of 5 average rating, 122 reviews

Chic Farmhouse Decor | Deck w/view of Mt Sunapee

Top guest favorite

A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.

Home in West Brattleboro

4.93 out of 5 average rating, 116 reviews

Modern Spacious Home with Mountain Views

Top guest favorite

A charming single-story home is presented with a welcoming porch adorned with lattice work. A well-kept lawn surrounds the house, complemented by decorative plants. A covered area provides shade, while a dog can be seen relaxing on the grass in front of the entrance.

Home in Poultney

4.92 out of 5 average rating, 119 reviews

Cozy Home in Poultney, Vermont.

Pet-friendly home rentals with a pool

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.

4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

A spacious porch features wooden flooring and a ceiling with exposed beams. Two Adirondack chairs are positioned invitingly, perfect for enjoying the surrounding nature. Sunlight casts shadows on the porch, highlighting the log cabin's rustic charm and the lush greenery beyond.

Cabin in Wardsboro

4.92 out of 5 average rating, 201 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Top guest favorite

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

4.98 out of 5 average rating, 133 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

A chalet-style building with a wooden exterior stands in a snowy landscape. Sunlight illuminates the sloped roof, and smoke is seen rising from the chimney. Snow-covered evergreen trees frame the structure, set against a backdrop of distant wooded hills.

Guesthouse in Granville

4.9 out of 5 average rating, 894 reviews

Moon Valley Country Retreat no clean fee pets yes

Barn in Newfane

4.97 out of 5 average rating, 150 reviews

Beautiful rustic woods and fields retreat.

Top guest favorite

A white cottage is set amidst trees with autumn leaves, featuring a double garage door and a side window. The surrounding yard is grassy and dotted with fallen leaves, while the façade showcases a simple design complemented by a clear blue sky.

Cottage in Newfane

4.99 out of 5 average rating, 227 reviews

Cozy Vermont Antique Sugar House with Fireplace

A wooden deck with two orange chairs overlooks a serene pond surrounded by vibrant autumn foliage. A small sandy area leads to a floating dock on the water, creating a peaceful spot for relaxation and enjoying nature.

Tiny home in Brattleboro

4.87 out of 5 average rating, 213 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

The exterior of a multi-level townhouse is shown, featuring an inviting entrance with a peaked roof. A set of wooden stairs leads up to the doorway, flanked by a white railing. Surrounding foliage includes trees and colorful autumn leaves.

Condo in Killington

4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

Private, pet-friendly home rentals

Cottage in Plymouth

4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

An outdoor deck features rustic wooden furniture, including a round table and accent chairs. A golden retriever is seen on the red-painted floor, surrounded by fallen leaves. The entrance of the A-frame home is visible, with a red door and large windows framed by trees.

Tiny home in Wardsboro

4.94 out of 5 average rating, 324 reviews

Little Red House Vermont

A fenced outdoor area features a grassy space surrounded by colorful autumn foliage. Two blue adirondack chairs are positioned beside a small grill, inviting relaxation and outdoor dining. A stone chimney adds a rustic touch to the charming setting.

Home in Wardsboro

4.93 out of 5 average rating, 40 reviews

Riverside Chalet near Mt. Snow & Stratton resorts

A cozy living room presents a bright yellow sofa paired with a wooden coffee table, set against light wooden paneling. Two windows allow natural light to illuminate the space, while a comfortable brown armchair and a vibrant area rug add warmth to the atmosphere. A door leads outside.

Home in Killington

5 out of 5 average rating, 4 reviews

Powder Park Place: Lower Unit. Cozy 2BR/1BA. Ski.

A serene outdoor space is highlighted by a circle of teal chairs surrounding a firepit, nestled among vibrant autumn foliage. Tall trees with colorful leaves create a peaceful backdrop, framing the spacious yard that invites relaxation and connection with nature.

Apartment in Wilmington

4.65 out of 5 average rating, 62 reviews

2 br apartment 12 mins to Mount Snow Unit #2

Top guest favorite

An outdoor deck area is framed by a decorative arch adorned with plants. A dining table and chairs are positioned nearby, with a barbecue grill visible on the side. Lush greenery surrounds the space, creating a secluded atmosphere.

Cottage in Wells

4.94 out of 5 average rating, 33 reviews

Private cottage in the woods

Top guest favorite

A charming red covered bridge is surrounded by vibrant autumn foliage, creating a serene landscape. The structure is rustic, with a wooden texture and a long roof. In the background, rolling hills suggest the picturesque setting of a mountainous region.

Home in Rutland

5 out of 5 average rating, 21 reviews

*PET FRIENDLY*Madden's GMG!

A spacious wooden deck is furnished with a table and colorful chairs, surrounded by lush greenery. A decorative rug adds a touch of comfort, while large windows of the adjacent structure allow for ample natural light.

4.93 out of 5 average rating, 44 reviews

Mountain View Getaway

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

Total rentals
40 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Destinations to explore