
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 $110 CAD 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 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!
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

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.

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

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.

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.

"Cozy & Charming” Tabby's West Side, North Conway
A wonderful retreat with private entrance. Close to town, shopping, Echo Lake State Parks, hiking/biking trails & everything else the MWV has to offer. Avoid the in-town traffic! Tabby's West Side is a one-bedroom suite, in a renovated 1880s farmhouse, with a beautiful stream running through the property. Ideal for couples, solo adventurers and those looking for a great place to relax. Not your typical IKEA inspired Airbnb. We close for the winter season, and reopen in June.

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

The Niche...crafted & forged

Beautiful, updated cozy cottage

North Conway Log Home

As Unique as they come!

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

Private & Spacious, 9 Miles to downtown N. Conway

Dog & family friendly, close to Conway & Cranmore

Our Mountain Retreat – Lake Ossipee Access
Pet-friendly home rentals with a pool

Charming Chalet 3 min to SKIING & PVT beach access

Holland Trail Hideaway at Waterville Estates

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

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

The Golden Eagle - Mountain Lodge

River Access|Gas stove|Min to N. Conway, Attitash

The Bears Lair
Private, pet-friendly home rentals

Beautiful chalet home - walkable to beaches

Mt Washington Views| Hot Tub| Theater| Pub| Castle

Stickney Hill Cottage

Breezy Moose - A Frame Cabin/ Pet friendly

OakRidge Retreat - Hot Tub & Mountain Views

Alpine Retreat

Mountain Hide Away, Warren Cabin

Hot Tub, 5 Beaches Nearby, 4BR, Dog & Kid Friendly
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $366 CAD | $394 CAD | $311 CAD | $294 CAD | $345 CAD | $365 CAD | $385 CAD | $380 CAD | $304 CAD | $341 CAD | $333 CAD | $381 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 |
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Santa's Village
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Hills Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Ragged Mountain Resort
- Waterville Valley Resort
- Crawford Notch State Park





