
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.

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.

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Rushing Water will flow right by your bed overlooking the most pristine, undeveloped river in Maine. Oasis with no one in sight. Complete privacy in the hot tub overlooking private waterfront. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy eating or lounging on the riverbank overlooking the Rushing Water. Professionally Designed Countryside cabin, gas fireplace, heated floors.

Luxury Year-round Treehouse with private hot tub
Skyframe 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.

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!

New Cabin, View, Hot Tub, River Access, Fire Place
Cozy well appointed 3 level cabin, peaceful views of the MTs, gas fireplaces, private hot tub, comfy beds, linens & robes. Easily accessible while enjoying the ambiance of the private wooded setting in the White MT National Forest. Listen/wade at the Ellis River, hike or snow shoe(provided) out your front door. Just mins to Jackson Village, Wildcat MT, Mt Washington & Glenn Falls. 15 Minutes to North Conway & all the valley's award winning restaurants, shopping, xc/skiing, & activities.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Stunning Mountain Views! Cozy Studio Resort Condo
Be inspired as you relax to the sound of the Pemigewasset River Flowing by. Enjoy your favorite beverage on our balcony as you gaze at the gorgeous Loon Mountain. Cozy Studio Apartment is nested at the base of Loon Mountain South Peak Ski trails! Central to all that Lincoln has to offer! Walking distance to fantastic restaurants and pubs. Minutes to Loon Ski Resort, The Flume Gorge, Lost River, Clarkes Trading Post, Franconia Notch, Ice Castles and More!

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!

Elegant condo on the water in downtown Wolfeboro!
**WINTER SPECIAL** Stay Friday and Saturday and Sunday night is free on non-holiday weekends. Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.
Popular amenities for Madison waterfront rentals
Waterfront apartment rentals

Historic Downtown Littleton, Walk to Everything!

Lake Waukewan Camp

Riverside Retreat at The Lodge

Sebago Retreat Suite

Stone Mountain Guest House 2nd Floor Apt.

Surrounded by Recreation (2)

River Mountainview Condo

Loon Lodge : Spacious Lakeside Suite
Waterfront house rentals

Lakefront XL Hot Tub Game Room SKI Snowmobile WiFi

Fish Tales Cabin

Renovated Luxury Lakefront w/ Beach/Dock/firepit

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Stunning Bridgton Lake House with EV charger

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Enchanted N. Conway One-of-a-Kind Family Retreat

The Lake House in Acton
Waterfront condo rentals

Luxury Suite Jacuzzi Pool White Mtns. River Front

Loon Mountain River Oasis

Cozy Studio with Loon Mountain Views

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

NEST at the NOTCH

Gorgeous Waterfront Condo with Lake Access & Views

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub

White Mountains escape 1Br/1Ba+loft sleeps up to 5
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 G$31,364 GYD 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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- Waterfront rentals Carroll County
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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
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