
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.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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.

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

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.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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!

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Lakefront summer getaway for 6

Perfect location in heart of North Conway Village.

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Large House in the White Mountains, Conway NH

Our Mountain Retreat – Lake Ossipee Access

Mountain retreat with hot tub, sauna and play room

Hot Tub|Wood Stove|Close to Ski|Firepit|Sleeps 12

Family Friendly Chalet with Serene Mountain Views
Pet-friendly home rentals with a pool

Storyland, hike, golf, kayak, clubhouse and more

Attitash Retreat

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

Nordic Village Resort | Highlands Studio 2 Kings

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
Private, pet-friendly home rentals

Beautiful chalet home - walkable to beaches

HotTub | Pets | Panoramic Mtn Views | Theater |Bar

Cozy Dog-Friendly Home with WiFi

Secluded Retreat with Hot Tub in White Mtns

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

Beautiful, updated cozy cottage

Waterfront property with hot tub near North Conway

StoneWood Lodge | Lake Access | Arcade Room | Yard
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $367 CAD | $394 CAD | $311 CAD | $249 CAD | $310 CAD | $314 CAD | $386 CAD | $381 CAD | $305 CAD | $342 CAD | $334 CAD | $382 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 $111 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
- Loon Mountain Resort
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- Mount Washington Cog Railway
- Willard Beach
- East End Beach
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- King Pine Ski Area
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