
Waterfront vacation rentals in Madison
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Top-rated waterfront rentals in Madison
Guests agree: these waterfront rentals 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.

Waterfront w/ Private Beach, Fire Pit & Canoe
This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

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

Mountain View Cabin - Hot Tub, Pet Friendly
Soak in the mountain view while soaking in your private hot tub! 3 bedroom log cabin with an outdoor 6 person hot tub and an indoor Jacuzzi. Your own section of the Little River and view of North and South Twin Mountains. 8 minutes to Bretton Woods and the Mt. Washington Hotel. Close to Bethlehem, Littleton, Santa’s Village and an endless array of trails through White Mountain National Forest. Pet friendly and EV charger on site. Come to relax and enjoy everything the White Mountains offer!

Riverfront Getaway in Conway, Saco River Farmhouse
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 the fall, enjoy breathtaking foliage and crisp mountain air!

Modern 4-Season Escape w/ 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.

Conway Waterfront Base for Your Family Memories!
Waterfront gem in the middle of it all! Designed to be the ideal getaway regardless of the season. Beautiful views out master bedroom, the back porch and from the backyard year round. The feel of seclusion while still being near all activities! Enjoy the water on one of the two kayaks or in the 2 canoes. Perfect base for skiing, hikes and sightseeing! Easy drive to North Conway, Kankamangus Highway, White Mountains, Story Land and so much more! No need to leave the property, just enjoy!

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.

Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

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.

20ft from the Water with Mountain View!
This cozy cottage sits 20 ft from Pequawket Pond. We are the only cottage in this association that has 2 floors and directly on the pond. It has a spiral staircase that leads downstairs to the bedroom downstairs with walk out access. We are located within minutes to the Mount Washington Valley and all the amenities the valley has to offer. Ski resorts galore! We also have a kayak and 2 paddle boards available for our guests to use!
Popular amenities for Madison waterfront rentals
Waterfront apartment rentals

Waterfront on Opechee

Lake Waukewan Camp

Riverside Retreat at The Lodge

Sebago Retreat Suite

Riverside Condo with Amenities

Stone Mountain Guest House 2nd Floor Apt.

Surrounded by Recreation (2)

Loon Lodge : Spacious Lakeside Suite
Waterfront house rentals

70 Acre White Mountain Estate – Panoramic Views

Private Beach Retreat: Big Yard + Dogs Welcome

Rivers View

Warm Lakefront Log Cabin · Hot Tub · Game Room

Tranquil Pondside Retreat

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

The Cottage on Paugus Bay- Near I-93 and Skiing

Enchanted N. Conway One-of-a-Kind Family Retreat
Waterfront condo rentals

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

Elegant condo on the water in downtown Wolfeboro!

Luxury Suite Jacuzzi Pool White Mtns. River Front

Don’t miss out, book your ski trip now!

Studio Condo in Hotel Resort at Loon Mountain

Loon Mountain River Oasis

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

NEST at the NOTCH
Quick stats about waterfront rentals in Madison

Total vacation rentals
Explore 10 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 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!
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- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Willard Beach
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- East End Beach
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Waterville Valley Resort
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Palace Playland




