Pet-friendly holiday rentals in Madison

4.98 out of 5 average rating, 609 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.

4.89 out of 5 average rating, 119 reviews

A spacious chalet is nestled in a wooded setting, featuring a symmetrical facade with large windows that invite natural light. An expansive deck extends along one side, offering outdoor space. The exterior is clad in light-colored siding, surrounded by lush greenery.

Chalet in Tamworth

Rustic Mountainside Chalet

Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

4.93 out of 5 average rating, 402 reviews

A serene outdoor space features a gently flowing brook surrounded by lush greenery. Campfire seating is arranged around a fire pit, with logs serving as rustic seating. Soft evening light filters through the trees, creating a peaceful ambiance.

Home in Intervale

Pumpkin Hollow House 1 Bed Hot Tub Private Brook

THE PRICING IS FOR 1 BED. PLEASE READ ADDITIONAL INFO. Charming post & beam farmhouse, covered porch, private Brook, fire places, hot tub, stocked kitchen, game room, Smart HDTV, private yard, cozy beds, fresh linens,. PLEASE DO NOT BOOK HOLIDAYS/WEEKENDS MORE THAN TWO WEEKS IN ADVANCE. Can add bedrooms/baths for a fee. Great location, 1 mile to award winning restaurants, 10 min walk to scenic overlook/ice cream, 5 mins drive to North Conway, Jackson, MTs, hikes, river, story land, shopping.

4.98 out of 5 average rating, 167 reviews

The A-frame cabin is surrounded by a blanket of snow, nestled among tall trees. Green chairs are positioned in front of the cabin, offering a quiet spot to relax. Light filters through the branches, creating a serene winter atmosphere.

Cabin in Alexandria

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

4.96 out of 5 average rating, 129 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, 182 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, 142 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!

Place to stay in Shapleigh

A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.

5 out of 5 average rating, 107 reviews

Romantic New England Historic Schoolhouse c1866

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 and tennis court.

4.83 out of 5 average rating, 491 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, 106 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, 114 reviews

A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.

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

4.9 out of 5 average rating, 238 reviews

A spacious bed is positioned in the center of the room, adorned with a light brown quilt and two decorative pillows. Nightstands with lamps are placed on either side, and a framed artwork hangs above the bed, adding a touch of color to the neutral walls.

Flat in North Conway

NoCo Village King/kitchenette

Welcome to Village Place at the Eastern Slope Inn! Must be 21 to check-in, $40 authorization taken at check-in (not an actual charge), no cats. IF YOUR PUP IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights, RABIES RECORDS, and a crated crate if you must leave them behind. One dog is permitted per room, no cats, thanks for understanding. Halfway between Main Street and Cranmore Mountain, you will be walking distance to it all!

Popular amenities for Madison pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.84 out of 5 average rating, 163 reviews

An open living space features a high wooden ceiling with exposed beams. A cozy sofa with neutral tones faces a dining area and a kitchen equipped with wooden cabinetry. A sign reading 'Mt. Washington' is prominently displayed above the kitchen, adding character to the space.

Home in Intervale

Perfect family Chalet next to Story Land

4.97 out of 5 average rating, 101 reviews

The estate is presented from an aerial view, showcasing its spacious layout surrounded by lush greenery. The main house features warm red tones against the natural backdrop, complemented by outdoor seating. The expansive property is bordered by a variety of trees, enhancing its privacy.

Home in Thornton

70 Acre White Mountain Estate – Panoramic Views

4.94 out of 5 average rating, 551 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

4.99 out of 5 average rating, 136 reviews

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

Tranquil Pondside Retreat

4.95 out of 5 average rating, 233 reviews

Home in Bridgton

Dreamy Mountain Views w/ Hot Tub + Wood Stove

4.85 out of 5 average rating, 114 reviews

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.

Home in Conway

Private & Spacious, 9 Miles to downtown N. Conway

4.92 out of 5 average rating, 168 reviews

The cabin is set amidst tall trees, showcasing a modern exterior with dark wood tones. A wraparound deck is visible, accompanied by an entryway with steps leading to the front door. An American flag is affixed to the exterior, enhancing the tranquil woodland setting.

Home in Tamworth

Pet-friendly cabin with hot tub and beach access!

4.8 out of 5 average rating, 152 reviews

A comfortable lounge area is highlighted by a wood stove, providing warmth. Two distinct seating options, a green armchair and a classic wooden chair, complement the space. Natural light enters through a skylight, enhancing the inviting atmosphere. Modern entertainment equipment is positioned nearby.

Home in Conway

River Access, hot tub, dogs!

Pet-friendly home rentals with a pool

4.87 out of 5 average rating, 163 reviews

A collage showcases the winter season. The top left displays a group enjoying snowmobiling on a snowy landscape. The top right captures expansive ski trails across a mountain range. The bottom left features a heated indoor pool surrounded by lounge chairs, while the bottom right highlights a game room equipped with pool and arcade tables.

Apartment in Bartlett

Spacious Condo-Attitash Ski-Storyland-Saco & More!

4.82 out of 5 average rating, 143 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.

Flat in Bartlett

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

Apartment in North Conway

5 out of 5 average rating, 101 reviews

Spectacular Mountain Views at Eagle Ridge

4.89 out of 5 average rating, 332 reviews

The A-frame cabin features a striking green metal roof and large triangular windows. A spacious deck, supported by wooden beams, provides outdoor seating. Surrounding greenery complements the cabin's rustic charm, while a picnic table is situated in the yard, offering a serene spot for meals.

Home in Harrison

Privacy, River, Pond, A frame Hot Tub EPIC Views,

4.97 out of 5 average rating, 106 reviews

An aerial view captures the charming layout of The Inn & More, showcasing a cluster of cabins surrounded by lush trees. A swimming pool is centrally located on the property, with open spaces that invite relaxation amidst the natural beauty of the White Mountains.

Cabin in Bartlett

Two Bedroom Two Bath Cabin

4.91 out of 5 average rating, 166 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, 109 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

4.84 out of 5 average rating, 135 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

4.96 out of 5 average rating, 47 reviews

Home in Conway

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

4.98 out of 5 average rating, 83 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.

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, 77 reviews

Beautiful, updated cozy cottage

4.88 out of 5 average rating, 58 reviews

A covered porch features wooden rocking chairs positioned on a stone floor, surrounded by vibrant trees. A flower pot adds a touch of greenery, while sunlight filters through the tree leaves, creating a peaceful outdoor space.

Chalet in Madison

Rustic 3 Bedroom Chalet in Eidelweiss!

A spacious outdoor area is shown with natural sandy ground, featuring a fire pit surrounded by several chairs. A large deck overlooks the space, illuminated by soft lighting, with access to a well-equipped kitchen area. Trees provide a natural backdrop to this inviting setting.

4.93 out of 5 average rating, 94 reviews

Waterfront property with hot tub near North Conway

An inviting outdoor seating area features red Adirondack chairs arranged around a fire pit, set against a backdrop of lush trees. The spacious home, painted in green with large windows, offers evening views of the surrounding mountains and a soft sunset sky.

4.94 out of 5 average rating, 17 reviews

OakRidge Retreat - Hot Tub & Mountain Views

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.

5 out of 5 average rating, 13 reviews

Alpine Retreat