Pet-friendly vacation rentals in Madison

4.94 out of 5 average rating, 122 reviews

Chalet in Conway

Lost Compass Cabin w/Fireplace•Near Skiing & Shops

Escape to the White Mountains in this cozy, private Conway cabin-just minutes from North Conway shops, Cranmore, and the Kancamagus Highway. Perfect for families, couples, and small groups looking for a quiet retreat with easy access to skiing, hiking, and downtown fun. Seasonal Highlights ❄️ Winter ❄️ •Ski Cranmore•Attitash•Loon •Cross country skiing•Ice skating •Cozy nights by the fireplace ☀️Spring/Summer☀️ •Hike off the Kanc •Diana’s Baths •Kayaking•Swimming holes 🍁Fall🍁 •Leaf peeping

A spacious wooden deck is presented, featuring a private hot tub and a propane grill. Comfortable seating is arranged nearby, with a decorative rug underfoot. Lush greenery surrounds the area, enhancing the feeling of privacy and tranquility.

4.82 out of 5 average rating, 180 reviews

Hot Tub Haven: Dog-Friendly Retreat

Welcome to your perfect getaway! Our charming home offers the perfect balance of relaxation and entertainment, with a private hot tub and cozy fireplace for ultimate comfort. The large yard is perfect for furry friends, who are always welcome to join the fun. Inside, our games room offers endless entertainment for kids and adults alike. Whether you're looking for a romantic retreat or a fun-filled family vacation, our dog-friendly oasis is the perfect destination. Experience the ultimate escape!

A cozy living area features a large sectional sofa, complemented by two wooden chairs and a natural wood side table. A modern fireplace is situated beneath a mounted flat-screen TV. Soft elements such as a plush throw blanket and a wall art piece highlighting a deer add warmth.

4.94 out of 5 average rating, 110 reviews

Spacious 3 bedroom Mountain Chalet -Conway, NH

Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

4.98 out of 5 average rating, 617 reviews

A large window offers a view of rolling mountains adorned with colorful autumn foliage. Shades of red, orange, and yellow contrast against the green trees, while a winding path is visible in the foreground, leading into the vibrant landscape.

Guest suite in Conway

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Place to stay in Shapleigh

5 out of 5 average rating, 111 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

4.96 out of 5 average rating, 135 reviews

The welcoming living area features a comfortable navy sofa, adorned with a light-colored throw pillow. A wooden coffee table displays a potted plant. The kitchen is visible in the background, equipped with modern appliances, while artwork depicting animals is mounted on the walls.

Cottage in Bartlett

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat

Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

4.96 out of 5 average rating, 185 reviews

A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.

Cabin in Conway

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.99 out of 5 average rating, 152 reviews

A cozy living space is featured, showcasing two reclining chairs and a wooden coffee table. The room is complemented by a decorative area rug and a wall-mounted TV. A dining table with chairs is visible in the background, along with a kitchen area and a stove.

Cabin in Campton

Stickney Hill Cottage

Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

4.83 out of 5 average rating, 497 reviews

A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.

Home in Albany

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

4.92 out of 5 average rating, 110 reviews

A private courtyard is illuminated at night, featuring a hot tub and a fire pit surrounded by gravel. Four wooden chairs are arranged around the fire pit, which has a glowing flame. Soft lights are strung along the wooden fence and cabin walls, creating a cozy atmosphere.

Cabin in Conway

Troy’s Cabin: N. Conway w/ Hot Tub, A/C, Fireplace

Enjoy the 4 seasons of the White Mountains at this cozy cabin, privately centered in the heart of North Conway, a golf cart friendly neighborhood (bring your own cart), close to many ski resorts, outlets, hiking trails, a 15-minute walk to a beach on the Saco, and restaurants. Get ready to relax and enjoy all the pleasures that Troy’s Cabin has to offer, including the private courtyard with a hot tub, grill, and fire pit to enjoy after a long day of skiing, hiking, or exploring!

4.99 out of 5 average rating, 119 reviews

A modern chalet-style exterior is visible, partially covered in fresh snow. Large windows reflect the snowy landscape, while the deck area is blanketed with a layer of snowflakes. The surrounding trees create a serene winter scene, enhancing the retreat’s natural charm.

Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

4.97 out of 5 average rating, 595 reviews

A dining area features a small round table and two wooden chairs, positioned by large arched windows. Natural light floods the space, illuminating plants on the table. A vintage ski-themed poster decorates the wall, complementing the serene wooded views outside.

Apartment in Jackson

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Popular amenities for Madison pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 561 reviews

The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.

Home in Thornton

The Niche...crafted & forged

4.95 out of 5 average rating, 139 reviews

A spacious living area features a tan leather sectional sofa arranged around a black coffee table. Natural wood beams span the ceiling, complemented by woven pendant lights. The cozy space includes a well-equipped kitchen in the background, with natural elements and decor enhancing the cabin feel.

Home in Intervale

Luxe Cabin - Quiet, peaceful. Prime skiing spot!

4.93 out of 5 average rating, 136 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

4.97 out of 5 average rating, 135 reviews

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

Fish Tales Cabin

4.95 out of 5 average rating, 305 reviews

The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.

Home in Lebanon

Tranquility, Relaxation, Family, Romance

4.93 out of 5 average rating, 228 reviews

A cozy living area is highlighted by a stone fireplace set against wooden walls. A flat-screen TV is positioned above a rustic media unit. Comfortable seating is provided by a sectional sofa with a wooden bar top nearby, creating a warm gathering space.

Home in North Conway

North Conway Log Home

4.99 out of 5 average rating, 168 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

The kitchen features white cabinetry and granite countertops, with stainless steel appliances and a large island. A center light fixture illuminates the space, while windows provide natural light. An adjacent dining area is visible, showcasing a wooden table and additional seating.

4.85 out of 5 average rating, 117 reviews

Private & Spacious, 9 Miles to downtown N. Conway

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 110 reviews

A spacious two-story building is featured, characterized by green siding and a brown roof. Large windows create a bright appearance, while a front staircase leads to the main entrance. Surrounding pine trees and a plaque at the entrance enhance the natural setting.

Condo in Bartlett

White Mountains Hiking Dogs Storyland Family

Apartment in North Conway

A spacious bedroom features a wrought-iron bed adorned with a quilt in warm tones. Two bedside tables with lamps flank the bed, providing soft illumination. Natural light filters through two window treatments, complementing the neutral wall colors and framed artwork.

4.9 out of 5 average rating, 153 reviews

NoCo Village 1-Bedroom

4.82 out of 5 average rating, 153 reviews

Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.

Apartment in Bartlett

Nordic Village Resort | Highland Top Floor Room

4.97 out of 5 average rating, 110 reviews

Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

4.91 out of 5 average rating, 169 reviews

The exterior of the townhouse features a wooden facade with large windows that allow ample natural light. A welcoming entrance is marked by a front door and the number '13.' An American flag and seasonal decorations add to the inviting appearance.

Townhouse in Bartlett

Centrally located, Spacious: Ski, Hike, Swim, Bike

4.91 out of 5 average rating, 112 reviews

A spacious living area features comfortable seating arrangements including a sectional sofa and two armchairs. Natural light fills the room through multiple windows. A wooden coffee table sits at the center, surrounded by a textured area rug and light hardwood flooring.

Cabin in Campton

Spacious cabin in the heart of White Mountains

4.92 out of 5 average rating, 116 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

4.84 out of 5 average rating, 139 reviews

A cozy loft area features a comfortable seating arrangement with a plush chaise lounge, inviting relaxation. Natural light filters through a skylight, highlighting warm wooden beams and connecting to a private deck that offers scenic mountain views.

Cabin in Campton

The Golden Eagle - Mountain Lodge

Private, pet-friendly home rentals

The open-concept kitchen and dining area features high ceilings with exposed wooden beams. A large island with seating occupies the center, while a dining table for six sits nearby. Natural light pours in through expansive windows, offering views of the surrounding trees.

4.89 out of 5 average rating, 44 reviews

Beautiful chalet home - walkable to beaches

4.91 out of 5 average rating, 570 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

4.98 out of 5 average rating, 84 reviews

The exterior of the cottage features a wooden structure with large windows framed in green. A sliding glass door leads to a spacious deck area, where two pink chairs are positioned invitingly. A picnic table and a black grill can be seen on the deck.

Cottage in Madison

Welcome to Lakota! A Cozy 2 BR Cottage.

5 out of 5 average rating, 47 reviews

Hot Tub•Yard•King Bed•15mins to North Conway

A well-maintained exterior of a single-story building is shown, with a dark door framed by two windows. A decorative wood carving is visible above the door. Natural elements, such as a wooden stump and lanterns, enhance the welcoming entrance.

4.88 out of 5 average rating, 78 reviews

Beautiful, updated cozy cottage

A cozy living area features a gray sectional sofa adorned with red and pink pillows. Natural light floods in through large glass doors that open to a forested view. A wooden coffee table is positioned in front of the sofa, complemented by a small side table holding decorative items.

4.71 out of 5 average rating, 14 reviews

Winter Escape • Pet-Friendly w/ Wood Fireplace

5 out of 5 average rating, 5 reviews

Home in Freedom

Cozy camp for swimming, water sports and skiing!

An open living area displays a comfortable sofa and a wooden coffee table on a decorative rug. A stylish wood stove is positioned next to a brown armchair. Above, a lofted space offers a view into the kitchen and dining area. Modern light fixtures illuminate the warm wooden accents.