Waterfront vacation rentals in Madison

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Madison

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

4.99 out of 5 average rating, 128 reviews

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Superhost

The two-story cottage is framed by lush greenery and features a spacious back deck with steps leading to the ground level. A fire pit is surrounded by several adirondack chairs, and a picnic table is positioned nearby on a grassy area.

Cottage in Conway

4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Overlooking Pequawket Pond, close to everything the Mount Washington Valley has to offer! 1 mile from Kancamagus Highway, the gateway to hiking, scenic drives, or leaf peeping. A quick drive to North Conway shopping, Cranmore, and King Pine. 15 mins to Fryeburg, ME - 25 mins to Attitash and Story Land. Less than a mile to Tuckerman Brewing and Ham Ice Arena. Great spot for all seasons, working from home, or to just relax (cable/HBO and high speed wifi). Pond is great for boating and fishing.

Top guest favorite

An open-concept living space features high cathedral ceilings with wooden beams. A cozy seating area with a sectional sofa faces a contemporary gas fireplace. A well-appointed kitchen with an island and stainless-steel appliances is adjacent to the dining area, where natural light floods in from multiple windows.

Home in Conway

4.99 out of 5 average rating, 132 reviews

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!

Guest favorite

A small, wooden dock extends into Jewett Pond, featuring two teal Adirondack chairs positioned towards the water. Lush green hills rise in the background, reflecting the serene setting. The calm water invites relaxation and offers unobstructed views of the surrounding nature.

Cabin in Waterford

4.89 out of 5 average rating, 148 reviews

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

Superhost

A serene view of a lake surrounded by trees, reflecting the clear blue sky. The water's surface appears smooth, indicating calm conditions. The landscape features distant houses among the trees, contributing to a peaceful natural setting.

Cottage in Freedom

4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Guest favorite

A tranquil lakeside view showcases a private dock surrounded by mist, with the sun rising over the horizon. Two Adirondack chairs sit in the foreground, arranged around a fire pit, creating an inviting space for relaxation and contemplation.

Tiny home in Bethlehem

4.94 out of 5 average rating, 236 reviews

The Uncommon Loon: A Lakeside Tiny Home Experience

Welcome to the Uncommon Loon in Whitefield, NH! Your uncommonly calm retreat away from all the stress of the real world. This freshly renovated, stunningly simple tiny house is nestled on beautiful Forest Lake, New Hampshire. Brew yourself a fresh cup of coffee, take in the mesmerizing sunrise views, and listen to the call of the Loon from your own personal dock. Whatever your goals are when visiting this tiny paradise, you’ll leave relaxed, revitalized, and ready to come back again.

Guest favorite

A welcoming bedroom features a queen size bed with soft bedding and accent pillows. Side tables with lamps are placed on either side of the bed. A stylish workspace with a mirror and modern decor is present, along with warm curtains framing the windows.

Condo in Woodstock

4.92 out of 5 average rating, 326 reviews

Luxury Suite Jacuzzi Pool White Mtns. River Front

Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Guest favorite

A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.

Home in Wakefield

4.98 out of 5 average rating, 169 reviews

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

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Book now and get 10% OFF for weekly or longer stays!

Top guest favorite

A modern cabin exterior is framed by tall trees, featuring a large window that invites light into the interior. A spacious wraparound deck is present, enhanced by warm, glowing string lights. Comfortable outdoor seating is arranged on the deck, creating an inviting atmosphere.

Home in Bridgton

5 out of 5 average rating, 102 reviews

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.

Guest favorite

A charming cottage is nestled among tall pine trees, with a black metal roof. It features a welcoming front porch and a natural wood pathway that leads to the water's edge. The serene pond is visible beyond the cottage, framed by lush greenery.

Cottage in Conway

4.94 out of 5 average rating, 344 reviews

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!

Guest favorite

A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.

Cabin in Parsonsfield

4.96 out of 5 average rating, 225 reviews

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.

Guest favorite

An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.

Cabin in Jackson

4.94 out of 5 average rating, 126 reviews

Jackson Winter Wonderland - Wildcat/Attitash

Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.