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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Superhost

A serene view of a cottage perched among trees, featuring a spacious deck with blue chairs. A dock is seen below, with seating and steps leading to the water, creating an inviting space for relaxation and outdoor activities.

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favorite

A serene outdoor space is bordered by trees and features a gravel area with seating around a fire pit. A wooden deck extends from the cabin, providing views of the nearby river, enhancing the natural landscape.

Home in Naples

4.99 out of 5 average rating, 115 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Guest favorite

A private cottage is set among lush greenery, featuring a sloped lawn that leads to the water. Purple chairs are positioned on the grass, inviting relaxation. The cottage boasts a peaked roof and large front windows, allowing for views of the surrounding nature.

Cottage in Sumner

4.95 out of 5 average rating, 19 reviews

Peace at the Pond with Hot Tub & Sauna

Relax with the whole family at this dog-friendly, private cottage with all the amenities and easy access to nearby trails, restaurants, and movies within 1/2 hour. It's a waterfront paradise with hot tub, fully restored Finnish sauna, kayaks and canoe. Or just relax in the hammock with a book, after an outdoor (or indoor) shower. Spend the day swimming and canoeing, read a book on the shaded deck, and grill your dinner outside. Or satisfy your entertainment habits by streaming Netflix or PRIME!

Top guest favorite

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating arrangements include a light-colored sofa and armchairs, complemented by a wooden coffee table. A dining area is visible, with fresh blooms enhancing the inviting ambiance.

Apartment in Arundel

4.98 out of 5 average rating, 330 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 126 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Superhost

A serene waterfront view showcases a sandy beach area bordered by green grass. Red Adirondack chairs are arranged around a central fire pit. In the background, calm water reflects a clear sky and nearby trees, while boats are docked along the shoreline.

Home in Barnstead

4.84 out of 5 average rating, 101 reviews

Locke Lake Waterfront Escape

Completely renovated home with private beach and waterfront. The water drops off gently making it great for young children. Variety of rafts, beach toys, kayaks, paddle boards, pedal and row boat available for use. Great fishing in the summer, and ice fishing in the winter. Outdoor deck is wonderful for entertaining. Seasonal game room in garage with shuffleboard and more. Located about 15 mins south of Lake Winnipesaukee and 30 mins from Gunstock Mountain. *Linens and Towels now included!*

Guest favorite

Home in Laconia

4.98 out of 5 average rating, 66 reviews

Stunning Views and More on Lake Winnipesaukee

Stunning views on Lake Winnipesaukee.! Relax & unwind in this beautifully renovated home, where you'll feel like you're on the water at all times. Enjoy breathtaking lake views from one of the largest patios on the lake, complete with a full fireplace. A Semi-private beach offers direct water access, while 3 elegantly decorated bedrooms provide a relaxing retreat. A dock is available for 1 boat up to 23 feet. 2 Kayaks & 2 paddle boards are available upon request & signing a liability waver.

Top guest favorite

An aerial view showcases the home's landscaped yard, featuring a winding stone pathway and vibrant trees. The proximity to the peaceful lake is highlighted, with a sandy beach visible and a boat docked nearby, exemplifying a serene outdoor setting.

Home in Milton

5 out of 5 average rating, 31 reviews

NH Lake House w/Private Beach, Hottub, & Lg Deck

Perfect for family or friend getaways. Privacy, luxury, and abundant amenities. - Formal open-concept living room & entertainment rooms - 120ft covered deck overlooking lake - Remodeled modern kitchen - Private beach (big enough for volleyball games!) - Walkout finished basement (with bar) - Tiki Bar on beach - 8-person outdoor hottub to watch sunsets - 50ft dock for large boat - Firepit, kayaks - Windows throughout house; every room has a terrific view of the water & sunsets.

Guest favorite

A spacious living area features high ceilings with exposed wooden beams and large floor-to-ceiling windows that provide abundant natural light and views of the surrounding trees. A stone fireplace serves as a focal point, complemented by comfortable seating and a richly textured area rug.

Chalet in Naples

4.96 out of 5 average rating, 106 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Top guest favorite

A garden featuring blooming purple flowers sits in the foreground, overlooking a calm lake reflecting the clear sky. Boats are docked nearby, and distant greenery hills rise along the shoreline, providing a serene backdrop to the water.

Condo in Wolfeboro

4.96 out of 5 average rating, 134 reviews

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.

Guest favorite

A wooden pier extends into a tranquil cove, surrounded by greenery and calm water. Several boats are docked nearby, with a small sailboat resting on the shore. The landscape features distant trees and homes, enhancing the sense of a peaceful retreat.

Home in Kennebunkport

4.89 out of 5 average rating, 18 reviews

Waterfront House with Pier

House on Paddy Creek Formerly rented by the U.S. Secret Service. Our waterfront home is surrounded by salt water and has island, ocean lighthouse views on a quiet tidal cove. Our property is 4 acres in Cape Porpoise, a small fishing village in Kennebunkport, on the end of a private road so there is plenty of privacy. The house looks directly towards the water so at high tide you can take in the water views and feel like you are away from it all.

Superhost

A charming bungalow with large windows invites natural light in. A wooden deck leads to the entrance, while a grassy area features outdoor seating and colorful recreational items. Lush trees surround the property, enhancing the peaceful lakeside setting.

Bungalow in Lyman

4.81 out of 5 average rating, 43 reviews

Bungalow on Bunganut Lake, Southern Maine

Bunganut Lake is spring fed and this furnished bungalow offers really nice views of the lake! Located on dead end, dock, sandy beach, motor boating, fishing. 3 bedrooms, 5G Internet, T.V., washer/dryer, walk-in shower, simply furnished kitchen with Krueig coffee maker, microwave, dishes, pots and pans. Pet friendly. CLEAN AND SAFE!