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

Total holiday rentals
Explore 80 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 4,540 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!
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

River Access, hot tub, dogs!
Create lasting memories at this unique, family & dog-friendly home with direct river access to the Saco. Two fireplaces, an indoor hot tub, a patio with a fire pit & a greenhouse chill area provide an adventure around every corner. Charm extends to the beautiful kitchen equipped with high-end appliances, offering a delightful space for culinary creations. The fenced-in yard ensures a safe & enjoyable area for your furry friends to roam freely, completing the perfect home for everyone to enjoy!

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.

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.

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!

Central Location - Pet Friendly
Centrally located cottage minutes from all North Conway has to offer. Perfect for a romantic getaway or a vacation with the family, even the fur babies! The house has three bedrooms, full kitchen, dedicated workspace, full size washer/dryer and a large yard. Curl up on the couch and watch a movie or sit by the fire and star gaze. If you like adventures, there are many destinations nearby. The Pineside Cottage is wonderful for all year R&R. Book your stay today!

Cozy & Modern A-Frame in the woods w/HOT TUB
Discover a harmonious retreat in the heart of nature – a beautiful and stylish cabin tucked away in the woods. Characterized by its seamless integration of rustic charm and contemporary design, this haven invites serenity and indulgence. Surrounded by towering trees and the soothing melody of nature. Escape to a world where sophistication meets the wild, and experience the allure of a cabin that effortlessly marries beauty with the enchantment of the woods.
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Beautiful chalet home - walkable to beaches

The Niche...crafted & forged

Panoramic Mtn Views | Pets | HotTub | Theater |Bar

Beautiful, updated cozy cottage

North Conway Log Home

Mt. Washington View|Min to Skiing|Wood Stove

Private & Spacious, 9 Miles to downtown N. Conway

Pet-friendly cabin with hot tub and beach access!
Pet-friendly home rentals with a pool

Sugar Shack! Hot tub, pool, walk to town!

White Mountains Hiking Dogs Storyland Family

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

The Bears Lair
Private, pet-friendly home rentals

Secluded Retreat with Hot Tub in White Mtns

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

Private lake access, cozy retreat, skiing, shops

Waterfront: Relax & Unwind

Ridge Retreat • Skiing + Hiking • Hot Tub + Sauna

OakRidge Retreat - Hot Tub & Mountain Views

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

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 SGD | $368 SGD | $291 SGD | $233 SGD | $290 SGD | $293 SGD | $361 SGD | $355 SGD | $284 SGD | $319 SGD | $311 SGD | $357 SGD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Cambridge Holiday rentals
- Cabin rentals Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Rentals with lake access Madison
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- Rentals with a washing machine and dryer Madison
- Waterfront rentals Madison
- Rentals with outdoor seating Madison
- Rentals with a fireplace Madison
- Rentals with a kayak Madison
- Rentals with a patio Madison
- Rentals with a hot tub Madison
- House rentals Madison
- Rentals with a firepit Madison
- Pet-friendly rentals Carroll County
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- Pet-friendly rentals United States
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Willard Beach
- Mount Washington Cog Railway
- Scarborough Beach
- East End Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Cranmore Mountain Resort
- Hills Beach
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Diana's Baths
- Echo Lake State Park
- Funtown Splashtown USA
- Crawford Notch State Park
- Attitash Mountain Resort
- Palace Playland





