
House holiday rentals in Madison
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Top-rated house rentals in Madison
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White Mt Retreat: New Kitchen, W/D
Get away from it all in our lovely, spacious home with its new kitchen, in Eaton Center, just 5 minutes to Crystal Lake and the Eaton Village store/cafe, and 15 min to the shops and restaurants in North Conway. 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

Hideaway next to the woods & 5 min walk to town!
Simple, cozy 2 BR 1 BA home that is set back slightly from the road, next to the woods, and only a five minute walk to downtown North Conway - the best of both worlds! On a private road; plenty of parking in driveway. Minutes away from anything and everything! Relax on the deck and watch the resident chipmunks, squirrels, and birds, or kick back by the fireplace and take in the winter wonderland around you. Marvel at the sky full of stars at night. Escape to the mountains and feel right at home!

The ZEN welcomes you, your home away from home.
The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Saco River Farmhouse, Riverfront Getaway in Conway
Welcome to The Saco River Farmhouse! This newly renovated riverfront retreat has everything for a perfect White Mountains getaway. Just 10 minutes from North Conway’s restaurants, shops, and outlets. The open layout offers a spacious, inviting atmosphere for relaxing with loved ones. In summer, float from your private Saco River access or relax on the back deck. In winter, you're minutes from ski resorts and snowmobile trails. In fall, enjoy breathtaking foliage and crisp mountain air. Enjoy!

North Conway private, wooded in-town location
Our home sits on top of a hill looking down over a very quiet residential neighborhood in the heart of North Conway, between North Conway Village and Intervale/Kearsarge. The house sits on 1/2 acre of wooded land with a long dirt driveway leading up to a parking area that can accommodate 2-4 cars. Our home has direct access to the Whitaker Woods trail system that runs from Kearsarge to North Conway Village. We are also a short walk to the Moat restaurant and Stonehurst/Wild Rose restaurant.

Hygge Up North | Rustic White Mountain Home Base
Come experience the White Mountains at the Hygge House! We are a Scandinavian-inspired, modern, rustic cottage embracing hygge (hoo-ga) – the Danish art of enjoying life's simple pleasures, an atmosphere of comfort and coziness. Hygge House is a unique, tasteful cottage in the heart of the White Mountains that has been thoughtfully renovated and styled. It's the perfect home base for whatever you may want to do whether it's skiing, hiking, shopping or simply relaxing and lounging around.

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.

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

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!

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

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!

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Popular amenities for house rentals in Madison
House rentals with a pool

Cozy & updated Loon MTN condo

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

Spectacular log home with private pool and hot tub

Bear Brook House

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

Lux Waterfront Cottage at FarAway Pond

“Tangerine” @ Cranmore

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

Fryeburg home away from home

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

River Street Retreat

Hot Tub|Fire Pit|Game Rm|Fire Pl|1Acre wooded lot

OakRidge Retreat - Hot Tub & Mountain Views

Moody Farm Retreat

Hilltop Chalet | Barrel Sauna & Pellet Stove

Waterfront Home w/ Dock, Screened Porch, Dogs Ok!
Private house rentals

Waterfront | Hot Tub | Mt. View | Game Room | Luxe

Brand NEW Ski-in/Ski-out retreat at Cranmore Mt.!

Private Cabin in the Woods with a loft

The Vista, of the White Mountains

Log Cabin on the River w/ Private Hot Tub

Close to Lake|Htub|Game Rm|FirePit|Stunning Design

Cozy Home in the White Mountains

Farmhouse Retreat, Dog Friendly w/ Stunning View
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $291 SGD | $317 SGD | $257 SGD | $252 SGD | $259 SGD | $288 SGD | $382 SGD | $384 SGD | $322 SGD | $307 SGD | $260 SGD | $314 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 100 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 3,950 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
100 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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- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- East End Beach
- Dunegrass Golf Club
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Tenney Mountain Resort
- Willard Beach
- Cannon Mountain Ski Resort
- Parsons Beach
- King Pine Ski Area
- White Lake State Park
- Ferry Beach
- Waterville Valley Resort
- Cliff House Beach