
Pet-friendly vacation rentals in Madison
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Top-rated pet-friendly home rentals in Madison
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our NEWLY UPDATED Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has what you need!

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.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

The Conscious Cabin
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!

Cozy Guest Suite in White Mountain National Forest
Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Rustic Conway Cabin-Like Home Near Everything
Recently refreshed, 2 bedroom home centrally located to all the best activities the area has to offer including Storyland, Diana's Bath, Skiing, Saco River & Marshall’s Conservation Land ( hiking, mountain biking, snowmobiling etc.). This getaway is for 4 people looking for a comfortable/private cabin with standard facilities/amenities, far enough away from crowds/traffic but close to everything! House recently updated including floors, cabinets, counters and main bed mattress.

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Studio, pet friendly, river views, Jackson NH
Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

White Mt Retreat: 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

Private Cabin on 1.7 acres w/ Fireplace White Mtns
Escape to your own peaceful corner of the White Mountains at Grizzly Cabin - an intimate, dog-friendly retreat tucked on nearly 2 wooded acres. Perfect for couples, solo adventurers, and nature lovers, this cozy cabin offers a rare combination of privacy and convenience. Just minutes from the charm of North Conway and a short drive to world-class ski slopes and hiking trails, it's the ideal home base for all your White Mountains adventures!
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Jackson Chalet with great views

The Niche...crafted & forged

Lakefront Getaway

Fish Tales Cabin

Beautiful, updated cozy cottage

Tranquil Pondside Retreat

Steps to Town | Sauna, Hot Tub, Game Room

Private & Spacious, 9 Miles to downtown N. Conway
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family

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

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

Spectacular Mountain Views at Eagle Ridge

Privacy, River, Pond, A frame Hot Tub EPIC Views,

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

Spacious cabin in the heart of White Mountains

The Golden Eagle - Mountain Lodge
Private, pet-friendly home rentals

Humble abode in the heart of the White Mountains

Welcome to Lakota! A Cozy 2 BR Cottage.

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

Alpine Retreat

Dog friendly, lower level apartment off the "Kanc"

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

Writers Cabin in the Woods with Sauna!

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,206 GYD | G$52,206 GYD | G$43,644 GYD | G$37,588 GYD | G$46,777 GYD | G$47,403 GYD | G$58,262 GYD | G$57,427 GYD | G$45,941 GYD | G$53,041 GYD | G$46,985 GYD | G$52,206 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$16,706Â 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!
Destinations to explore
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- Chalet rentals Madison
- Rentals with a hot tub Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Rentals with a fireplace Madison
- Rentals with a patio Madison
- Rentals with a kayak Madison
- Cabin rentals Madison
- Rentals with a washer and dryer Madison
- Waterfront rentals Madison
- Rentals with a fire pit Madison
- Rentals with lake access Madison
- Rentals with outdoor seating Madison
- House rentals Madison
- Pet-friendly rentals Carroll County
- Pet-friendly rentals New Hampshire
- Pet-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Tenney Mountain Resort
- Cranmore Mountain Resort
- Franconia Notch State Park
- East End Beach
- Willard Beach
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Funtown Splashtown USA
- Waterville Valley Resort
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Palace Playland




