
Pet-friendly vacation 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.

Lost Compass Cabin w/Fireplace•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

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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.

The Conscious Cabin | Getaways + Retreats
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!

RiverPine Retreat - Clean & Bright Waterfront Home
Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Dreamy Mountain Views w/ Hot Tub + Wood Stove
Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

White Mt Retreat w/ Beach Pass, New Kitchen, W/D
Get away from it all in our lovely, spacious home with its new kitchen, in Eaton, only 15 min to the shops and restaurants in North Conway and five minutes to King Pine Ski Area. 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

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.

Dog friendly, lower level apartment off the "Kanc"
The cabin is located off Kancamagus Hwy, one of the most scenic roads in the US. The outdoor activities are endless, from hiking, biking, snowshoeing, alpine/x country skiing , golfing, horseback riding and tons of shopping at the infamous "outlet stores" You’ll love the cabin because of it's rustic motif, quiet neighborhood, and fresh mountain air. The cabin is good for couples, solo adventurers, biz travelers, and furry friends .
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

The Niche...crafted & forged

Cozy Home Near Skiing Tamworth NH

North Conway Log Home

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Enchanted N. Conway One-of-a-Kind Family Retreat

Private & Spacious, 9 Miles to downtown N. Conway

Historic Laconia home near Lake Winni

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

Ski, snowboard, skate, hike, clubhouse and more

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

Nordic Village Resort | Highland Top Floor Room

Saco River Private Chalet: 2BR/2BA

Historic Schoolhouse c1866 Winter & Summer Dates

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

Steep Falls Escape, river & falls just steps away

Spacious cabin in the heart of White Mountains
Private, pet-friendly home rentals

Retreat for 8|Pvt Hot Tub|Pets|Stunning Mtn Vistas

Private Cabin in the Woods with a loft

Beautiful, updated cozy cottage

N Conway Home - hot tub, game room, sauna & more!

Private lake access, cozy retreat, skiing, shops

Winnipesaukee Lakefront Luxury unit #2 w Hot tub

Waterfront Home w/ Dock, Screened Porch, Dogs Ok!

Architect Cabin w/ Mountain Views + Hot Tub
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,301 GYD | G$52,301 GYD | G$43,723 GYD | G$37,656 GYD | G$46,861 GYD | G$47,489 GYD | G$58,367 GYD | G$57,531 GYD | G$46,025 GYD | G$51,673 GYD | G$50,418 GYD | G$57,740 GYD |
| 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 vacation rentals that are pet-friendly in Madison

Total vacation rentals
Explore 90 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 4,170 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Madison vacation rentals include wi-fi 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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- White Mountain National Forest
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- Squam Lake
- Story Land
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- Cranmore Mountain Resort
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