
Pet-friendly vacation rentals in Madison
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Madison

Total vacation rentals
Explore 80 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at G$16,702 GYD per night before taxes and fees

Verified guest reviews
Over 4,540 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 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!
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•Firepit•River• Mountains
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

Hot Tub Haven: Dog-Friendly Retreat
Welcome to your perfect getaway! Our charming home offers the perfect balance of relaxation and entertainment, with a private hot tub and cozy fireplace for ultimate comfort. The large yard is perfect for furry friends, who are always welcome to join the fun. Inside, our games room offers endless entertainment for kids and adults alike. Whether you're looking for a romantic retreat or a fun-filled family vacation, our dog-friendly oasis is the perfect destination. Experience the ultimate escape!

Comfortable chalet in Tamworth, walk to lake
Relax and unwind with the whole family and your pups at this chalet with a two-story great room with open kitchen, dining and living. On your 10 min walk (or 2 min drive) to the community beach you will pass a playground and basketball court. After you pass through the pine tree path to the lake, you'll find an expansive sandy beach perfect for swimming, jumping off the dock, fishing and paddle boarding or kayaking. Lounging at the house is lovely on the front porch or in the private backyard.

Pet-friendly cabin with hot tub and beach access!
Feel right at home in our open-concept year-round vacation gem within the Chocorua Ski and Beach community half a mile from the Moore’s pond. The cabin is nestled in the woods providing privacy. It boosts a double-sided fire-place and hot tub perfect for the cooler nights, a wraparound deck, as well as an enclosed porch. On the basement level, there is a pull-out couch, bedroom, TV, and full bathroom allowing for extra hang out and sleeping space. Follow us on insta: #sandypinestamworthnh

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.

Bear Ridge Lodge
Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Cedar Hideaway: Walk to Pond, 15m N. Conway
Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

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 property comes with a lake access pass to Crystal Lake public beach. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home, with over 1600 sq. ft of living space, has two living room spaces providing private spaces for children and adults. We are owner-operated.

White Mountain Mansion -Secluded property, pets OK
Tucked away on five acres of beautiful wooded mountain land, we have our beautiful 5 bedroom, 5 bathroom home. 10 min outside of North Conway! Not only do we have all common amenities, we have some pretty special ones too: a movie theatre room, a gym, surround sound in 3 rooms, an upstairs lounge area equipped with a Billiards, Ping Pong, and a poker table! Not to mention a beautiful wood burning fireplace, and extra sleeping options for guests (that aren’t factored into bedrooms)

Farmhouse Retreat, Dog Friendly w/ view & deck
Welcome to Valley View Farm, your next getaway! The 3-bedroom, 2.5-bath is newly remodeled with an open concept and modern vibe. Overlooking 90 acres with sprawling fields and 180-degree views of the Mount Washington Valley from Lake Ossipee to Chocorua Mountain. Enjoy your morning coffee while gazing out the wall-to-wall windows or take it outside to the expansive deck. Family and Dog-Friendly! Air Conditioning Summer '25 Minutes from Lake Ossipee. 25 mins to North 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!

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.
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Moon Meadow Farmhouse - Luxury Getaway with Hot Tu

4BR near Skiing, Tubing, N Conway, White mtns

Spacious 3 bedroom Mountain Chalet -Conway, NH

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace

Family Retreat: Beach, Big Yard, Dogs Welcome

LUXURY on SACO RIVER with HOT TUB & MOUNTAIN VIEWS

Large House in the White Mountains, Conway NH

North Conway Village Home with a View!
Pet-friendly home rentals with a pool

The Gibson Building 3BR

Saco River Private Chalet: 2BR/2BA

Spacious cabin in the heart of White Mountains

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

The Golden Eagle - Mountain Lodge

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

Come in & Cozy up in Waterville Valley Estates

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Private, pet-friendly home rentals

One-of-a-kind log home

Mountain View Studio

"Cozy & Charming” Tabby's West Side, North Conway

Troy’s Cabin: N. Conway w/ Hot Tub, A/C, Fireplace

Alpine Retreat

Private lake access, cozy retreat, skiing, shops

Cozy Madison Home (small dog breeds welcome)

Beautiful, updated cozy cottage
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,325 GYD | G$59,501 GYD | G$46,974 GYD | G$44,469 GYD | G$52,194 GYD | G$55,116 GYD | G$58,248 GYD | G$57,413 GYD | G$45,930 GYD | G$51,567 GYD | G$50,315 GYD | G$57,622 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 |
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Hills Beach
- East End Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park





