Pet-friendly vacation rentals in Madison

4.97 out of 5 average rating, 325 reviews

Home in Eaton

White Mt Retreat: New Kitchen, W/D

Get away from it all in our lovely, spacious home with its new kitchen, in Eaton Center, just 5 minutes to Crystal Lake and the Eaton Village store/cafe, and 15 min to the shops and restaurants in North Conway. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home with two living areas is great for privacy and working remotely. Enjoy skiing at local peaks, hiking beautiful trails, warming in front of our fireplace or shopping in town. We are owner-operated

4.98 out of 5 average rating, 602 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.

4.93 out of 5 average rating, 398 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, 160 reviews

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, 124 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, 181 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, 140 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, 104 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, 490 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!

4.9 out of 5 average rating, 542 reviews

A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.

Cabin in Tamworth

Luxurious Mountainside Cabin! Fantastic Views!

Cozy Cabin with Sweeping Mountain Views! A great escape with total privacy. Relax by the Fire Pit overlooking the Mountains! Head up to North Conway to the White Mountains or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. Wood Fired Sauna on the premises! We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Welcome! *Pet Fee Applies! *Additional Fee for Sauna

4.92 out of 5 average rating, 102 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, 111 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

Popular amenities for Madison pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 135 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

4.93 out of 5 average rating, 224 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

4.96 out of 5 average rating, 249 reviews

A large, renovated farmhouse is depicted with multiple gabled roofs and a welcoming porch. Sunlight filters through the trees, casting shadows on the exterior. A screened sunroom is visible, along with a patio area featuring outdoor furniture, perfect for relaxation.

Home in Conway

Large House in the White Mountains, Conway NH

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

4.85 out of 5 average rating, 113 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, 193 reviews

Home in Middleton

Blue Breeze - Private lakefront w/ Hot Tub

4.91 out of 5 average rating, 109 reviews

The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.

Home in Freedom

Our Mountain Retreat – Lake Ossipee Access

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

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

4.89 out of 5 average rating, 293 reviews

A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.

Apartment in Bartlett

Attitash Retreat

4.87 out of 5 average rating, 163 reviews

Condo in Bartlett

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

4.89 out of 5 average rating, 331 reviews

An A-frame cabin features a sloped roof and wooden exterior, complemented by a welcoming front porch with steps leading to the entrance. A deck above offers additional outdoor space. Lush trees and open landscaping surround the structure, with a clear blue sky overhead.

Home in Harrison

Private Riverfront Lux A frame EPIC Views. Pond

4.97 out of 5 average rating, 105 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

4.84 out of 5 average rating, 133 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

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

Private, pet-friendly home rentals

4.96 out of 5 average rating, 47 reviews

Home in Conway

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

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, 76 reviews

Beautiful, updated cozy cottage

4.9 out of 5 average rating, 129 reviews

An A-frame cabin exterior is displayed, featuring a striking black facade and large windows that allow natural light to fill the space. A deck area with comfortable wicker seating and a table is visible, along with a hot tub for relaxation amidst the surrounding trees.

Cabin in Tamworth

Cozy & Modern A-Frame in the woods w/HOT TUB

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, 16 reviews

OakRidge Retreat - Hot Tub & Mountain Views

4.98 out of 5 average rating, 41 reviews

A modern chalet is nestled among trees, featuring a sloped metal roof and large windows. A deck with outdoor seating is visible, complemented by string lights. The gravel driveway leads to an inviting entrance, creating a serene outdoor setting surrounded by nature.

Chalet in Madison

Modern Chalet: Pet-Friendly 3BD/2Bath | Kids Bunk

4.94 out of 5 average rating, 52 reviews

A serene view of Silver Lake is presented, with gentle waves visible in the distance. A private dock extends into the water, framed by lush green trees. Two canoes rest on the sandy ground nearby, adding to the tranquil lakeside scene.

Cabin in Madison

2 bedroom lake view cabin with private dock and AC

4.78 out of 5 average rating, 213 reviews

The cabin features a unique architectural design with a mix of slanted roofs and wooden siding. Large windows allow natural light to fill the building, while a welcoming front porch is accessed by steps. Surrounding greenery enhances the cabin's serene setting.

Cabin in Tamworth

Cabin in the Pines, Lakes Region / White Mountains