
House holiday rentals in Madison
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Top-rated house rentals in Madison
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Spacious 3 bedroom Mountain Chalet -Conway, NH
Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

Perfect NH Getaway Retreat in the White Mountains
Perfect getaway for any season! Ideal location in the heart of NH White Mountains & Lakes Region. The beauty of this NH getaway is that while you’re only a few miles from numerous winter and summer recreational activities, restaurants and shopping; our home and neighborhood are a quiet retreat from the hustle and bustle. Meticulously cared for and decorated with country charm, our home has a modern kitchen, large master bedroom, and best of all, your own re-created English pub for entertaining.

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!

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

Spacious home near mountains and lakes
Enjoy this spacious home that includes 3 bedrooms, a great kitchen ( upgraded cookware), and a huge game room downstairs with a pool table, new ping pong table, and foose ball table. Within minutes, you can be on Silver Lake, North Conway, Storylalnd, Kangamangus or make a visit to the White Mountians . Shop at the Settlers green outlets. Enjoy the comfort of the newly installed central air! Located in a nice quiet neighborhood. Come and go skiing at King Pine or many others in the area.

Elevated 4-Season home - Mtn Views +A/C + Firepit
Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

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!

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.

The Getaway Chalet: Relaxation, Views & Fire Pit
Experience the ultimate mountain escape at The Getaway Chalet in Madison, NH. This spacious 4-bedroom retreat in the Eidelweiss community features breathtaking views, two living areas, and 1-Gig Fiber internet. Enjoy private beach access to three ponds or relax on the expansive deck. The highlight? Evenings spent at the private fire pit under the stars. Minutes from North Conway shopping and White Mountain ski resorts, it’s the perfect basecamp for your next 5-star adventure..

Private & Spacious, 9 Miles to downtown N. Conway
2 acres, quiet, private area but 15min from downtown North Conway. Outdoor adventure and endless family fun welcome you to Conway! This 4-bedroom, 2.5-bathroom vacation rental has a fully equipped kitchen, Smart TVs, and a spacious outdoor area complete with a grill and fire pit, making it the perfect home-away-from-home. Spend your days skiing the slopes at Cranmore Mountain Resort, hiking through the White Mountains National Forest, all located just a short drive away!

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for house rentals in Madison
House rentals with a pool

70-2 Locust Lane | Pool, Hot Tub, Views, 5 Bedroom

The Lodge at Hidden Pines

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

Unique Church Stay • Sebago Lake • Pool • Fire Pit

Downtown North Conway with private pool & hot tub!

Spectacular log home with private pool and hot tub

Bear Brook House

On Attitash - Ski, Hike, Swim!
Weekly house rentals

Cozy Dog-Friendly Home with WiFi

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

StoneWood Lodge | Lake Access | Arcade Room | Yard

Scenic Riverfront Home Hammock, Fire Pit & Gardens

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

Moody Farm Retreat

Farmhouse Retreat, Dog Friendly w/ view & deck

Perfect vacation getaway in Conway!
Private house rentals

Waterfront cottage on Bearcamp River in OssipeeNH

River Street Retreat

The Skyline Retreat (Newly Re-Listed) - Cable TV

Peaceful Lakefront Retreat

The Round House in Bryant Pond

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Winter Cabin- Pet Friendly, Fireplace, Near Skiing

Cozy White Mountains Basecamp Near North Conway
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $338 SGD | $365 SGD | $295 SGD | $249 SGD | $255 SGD | $285 SGD | $319 SGD | $322 SGD | $277 SGD | $315 SGD | $308 SGD | $349 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 |
Quick stats about house rentals in Madison

Total holiday rentals
Explore 110 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 4,300 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 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!
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- Rentals with a firepit Madison
- Cabin rentals Madison
- Chalet rentals Madison
- Rentals with a kayak Madison
- Rentals with a hot tub Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with outdoor seating Madison
- Rentals with a fireplace Madison
- Rentals with a washing machine and dryer Madison
- Waterfront rentals Madison
- Pet-friendly rentals Madison
- Rentals with lake access Madison
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Squam Lake
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- East End Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Cranmore Mountain Resort
- Waterville Valley Resort
- Conway Scenic Railroad
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





