
Pet-friendly holiday rentals in Madison
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Madison
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

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

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

★☆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

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.

Mountainside Retreat! Great Views! Cozy & Private!
Romantic Mountainside Cottage! A Cozy Escape with Wonderful Views of the Mountains. Very Private, Romantic & Luxurious stay in the Woods of NH. Fire Pit overlooking the mountains! Visit the town of Tamworth, head up to North Conway White Mountain's, or head south to the Lakes Region. All less than an hour away, then escape the traffic and retreat to the remote and quiet of your Mountain Cottage. We provide everything you will need for your stay, just bring a sense of adventure! Pets Yes!

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!

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.

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!

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!

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.

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
Pet-friendly house rentals

The Niche...crafted & forged

Lakefront Getaway

Tranquil Pondside Retreat

Mountain River Spacious Country Stu

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

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

Cozy camp for swimming, water sports and more!

Spacious 3 bedroom Mountain Chalet -Conway, NH
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family

Ski, snowboard, skate, hike, clubhouse and more

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

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

Private Riverfront Lux A frame EPIC Views. Pond

Romantic New England Historic Schoolhouse c1866

Two Bedroom Two Bath Cabin

Centrally located, Spacious: Ski, Hike, Swim, Bike
Private, pet-friendly home rentals

Beautiful chalet home - walkable to beaches

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

Welcome to Lakota! A Cozy 2 BR Cottage.

Beautiful, updated cozy cottage

Rustic 3 Bedroom Chalet in Eidelweiss!

Private Cabin on 1.7 acres w/ Fireplace White Mtns

OakRidge Retreat - Hot Tub & Mountain Views

Alpine Retreat
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹21,960 | ₹21,960 | ₹18,358 | ₹15,811 | ₹19,676 | ₹19,940 | ₹25,913 | ₹25,649 | ₹22,399 | ₹22,311 | ₹19,764 | ₹21,960 |
| Avg. temp | -15°C | -14°C | -11°C | -5°C | 2°C | 8°C | 10°C | 9°C | 6°C | 0°C | -6°C | -11°C |
Quick stats about holiday rentals that are pet-friendly in Madison

Total holiday rentals
Explore 90 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at ₹4,392 per night before taxes and fees

Verified guest reviews
Over 3,910 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Madison holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!
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- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- East End Beach
- Dunegrass Golf Club
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Willard Beach
- Cannon Mountain Ski Resort
- Tenney Mountain Resort
- Parsons Beach
- White Lake State Park
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Laudholm Beach