Pet-friendly holiday rentals in Madison

4.97 out of 5 average rating, 323 reviews

The exterior of the house features a rustic red wood siding with large windows, set within a lush green landscape. The sloped roof is adorned with a bright red metal covering, complementing the natural surroundings. Smooth stones lead up to the entryway, surrounded by carefully maintained grass and shrubs.

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, 145 reviews

Cabin in Alexandria

Handcrafted A-Frame near Newfound Lake & Hiking

Escape to Millmoon A-Frame Cabin <2 hours Boston. It's YOUR basecamp near: • Pristine Newfound Lake • Wellington State Park • AMC Cardigan Lodge • Ragged Mountain, Tenney Mountain, Loon ski resorts • Plymouth State University • Mountain biking, hiking, snowmobile, birding, swimming, beach nearby After your adventures relax with a fire pit, grill deck, and soothing forest views immersed in the serenity of our working homestead. Have 3+ guests? See our lodge + sauna airbnb.com/h/darkfrostlodge

4.93 out of 5 average rating, 112 reviews

The exterior of a charming A-frame house is visible, surrounded by trees. A screened-in porch is located on the front, while an additional building for storage is situated nearby. The yard features a pathway leading to the entrance, enhancing the natural setting.

Cabin in Thornton

★☆Secluded Cabin In The Woods☆★Huge Yard + Patio☆★

Cozy 2 bedroom A-Frame with lots of charm → Fully equipped + stocked kitchen with sliding door out to deck → Plenty of onsite parking → Big yard with patio, gas grill, table with umbrella and chairs, → Wood stove → Flatscreen TV's 300 Mps Wi-Fi Screened in porch + yard area is the perfect place to sit and relax and listen to the babbling brook out front.Or fun bedroom for children. → 20min drive to Plymouth, Lincoln, and Waterville Valley with shopping & restaurants → Lots of hiking nearby

4.98 out of 5 average rating, 593 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.

4.96 out of 5 average rating, 120 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, 179 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, 131 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, 489 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, 534 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

4.97 out of 5 average rating, 584 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.

Flat 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.

4.85 out of 5 average rating, 111 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

2 acres, quiet, private area but 15min from downtown North Conway. Outdoor adventure and endless family fun welcome you to Conway! This 4-bedroom, 2.5-bathroom vacation rental has a fully equipped kitchen, Smart TVs, and a spacious outdoor area complete with a grill and fire pit, making it the perfect home-away-from-home. Spend your days skiing the slopes at Cranmore Mountain Resort, hiking through the White Mountains National Forest, all located just a short drive away!

4.98 out of 5 average rating, 104 reviews

A charming log cabin is surrounded by lush greenery and tall trees. The building features a welcoming front porch with steps leading up to the entrance. Flowering shrubs and a well-maintained garden area enhance the cabin's natural setting.

Cabin in Madison

Little Bear Lodge | Cozy Log Cabin in the Pines

Escape to the Little Bear Lodge located in the heart of the White Mountains! Brimming with charm and character, this quintessential log cabin provides plenty of space for the whole family in a private, idyllic mountain setting. Bring your bags & leave everything else to us. Fully stocked kitchen & coffee bar, cozy living room, and spacious bedrooms. Lots of outdoor space too - a screened in porch, deck, patio and beautiful landscaping.

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, 537 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

4.93 out of 5 average rating, 134 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

4.99 out of 5 average rating, 207 reviews

A wraparound deck featuring wooden railings offers expansive views of the surrounding mountains. Two comfortable wooden chairs, one adorned with a colorful cushion, sit on the deck. A small table with a vase of flowers adds a charming detail to the serene outdoor space.

Home in Jackson

Mountain View Home | Steps to Hiking & Waterfalls!

4.99 out of 5 average rating, 135 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

4.87 out of 5 average rating, 117 reviews

The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.

Home in Laconia

The Cottage on Paugus Bay- Near I-93 and Skiing

4.87 out of 5 average rating, 116 reviews

A serene lakeshore scene captures the sun setting over Ossipee Lake. Gentle waves ripple towards the sandy shore, while mountains frame the background under a sky adorned with wispy clouds. The reflection of sunlight creates a shimmering path across the water.

Home in Freedom

Cozy camp for swimming, water sports and more!

4.92 out of 5 average rating, 164 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!

4.93 out of 5 average rating, 106 reviews

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.

Home in Conway

Spacious 3 bedroom Mountain Chalet -Conway, NH

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 107 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.

Apartment in Bartlett

White Mountains Hiking Dogs Storyland Family

4.87 out of 5 average rating, 162 reviews

Apartment in Bartlett

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

4.81 out of 5 average rating, 130 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

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, 97 reviews

Romantic New England Historic Schoolhouse c1866

4.97 out of 5 average rating, 100 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, 128 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

4.96 out of 5 average rating, 117 reviews

A spacious open living area features wooden walls and a high ceiling with skylights. A comfortable sectional sofa is positioned around a coffee table, providing a cozy gathering spot. Large windows offer views of the wooded surroundings, while a dining area is visible in the background.

Cabin in Campton

The Bears Lair

Private, pet-friendly home rentals

4.9 out of 5 average rating, 40 reviews

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.

Home in Madison

Beautiful chalet home - walkable to beaches

4.95 out of 5 average rating, 43 reviews

Home in Conway

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

4.98 out of 5 average rating, 81 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.

4.88 out of 5 average rating, 76 reviews

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.

Home in Madison

Beautiful, updated cozy cottage

4.89 out of 5 average rating, 55 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!

5 out of 5 average rating, 13 reviews

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.

Home in Madison

Alpine Retreat

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