
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.

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.

Rustic Mountainside Chalet
Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

Cranmore Mountain & Conway Center 2 miles away!
This quaint A-frame is located just outside the heart of North Conway! Close enough to spend the day enjoying all the local activities, but just outside all the hustle to have a quiet relaxing fire in the woods. Cranmore Mountain Resort and Saco river is 2 miles down the road for all your skiing/snowboarding, mountain biking, tubing and adventures! Ice Cream, Craft beer store and some of the best restaurants with in 2 miles! Need more space? We have a 2 bedroom house down the street! DM us!

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, 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.

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.

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.

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

Beautiful, updated cozy cottage

Newly updated, Hot Tub, Fire Pit

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

Waterfront property with hot tub near North Conway

Our Mountain Retreat – Lake Ossipee Access

Alpine Retreat

Mountain retreat with hot tub, sauna and play room

Waterfront Home w/ Dock, Screened Porch, Dogs Ok!
Pet-friendly home rentals with a pool

Storyland, hike, golf, kayak, clubhouse and more

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

Nordic Village Resort | Highlands Top Floor King

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

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

Steep Falls Escape, river & falls just steps away

Spacious cabin in the heart of White Mountains

Stunning 2BR with Mountain Views | Nordic Village
Private, pet-friendly home rentals

Beautiful chalet home - walkable to beaches

HotTub | Pets | Panoramic Mtn Views | Theater |Bar

Hot Tub•Yard•King Bed•15mins to North Conway

Secluded Retreat with Hot Tub in White Mtns

StoneWood Lodge | Lake Access | Arcade Room | Yard

Mtn Top Home w/Views of Mt. Washington & Speakeasy

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

Farmhouse Retreat, Dog Friendly w/ view & deck
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $370 CAD | $398 CAD | $314 CAD | $251 CAD | $312 CAD | $317 CAD | $389 CAD | $384 CAD | $307 CAD | $345 CAD | $336 CAD | $385 CAD |
| 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 80 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at $112 CAD per night before taxes and fees

Verified guest reviews
Over 4,470 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Madison vacation 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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- White Mountain National Forest
- Sebago Lake
- Story Land
- Squam Lake
- Weirs Beach
- Sunday River Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- Loon Mountain Resort
- East End Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
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