Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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

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Top guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 208 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
Home in Madison
5.0 out of 5 average rating, 15 reviews

The Shore House

Welcome to your perfect lakeside retreat on the peaceful shores of beautiful Lake Wesserunsett w/ 3 beds/1.5 baths! Main living area has natural wood, cottage ambiance & stunning wall of windows w/ gorgeous lake views. Enjoy private dock, canoe, kayak, 2 decks & large lawn for cornhole. Sleeps 6 w/ king, queen & full beds. Pet-friendly, Wi-Fi, 2 TV's & parking for 4. Mins to breweries, golf, snow trails, theater, skiing, dining & more. Perfect for year-round fun—swim, fish, boat, snowmobile!

Superhost
A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.
Home in Starks
4.94 out of 5 average rating, 171 reviews

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

Top guest favourite
A bright sitting area features large windows offering scenic views of Porter Lake and surrounding mountains. Wooden walls create a cozy atmosphere. A comfortable couch sits adjacent to a flat-screen TV. Nearby, a bookshelf displays a variety of books, enhancing the inviting space.
Cabin in Strong
4.92 out of 5 average rating, 175 reviews

Lakefront Home w/ Dock | Porter Lake | Sugarloaf!

Lakefront paradise on Porter Lake with a private dock, swim float, spacious yard, hammock, deck, patio, grill, fast WiFi, smart TVs, and all the comforts of home. Enjoy direct access to Maine’s ATV and snowmobile trail network right from the property, plus excellent fishing, boating, kayaking, swimming, & ice fishing. Just 20 minutes from Farmington and 35 minutes from Sugarloaf Resort and the Bigelow Mountains. Experience Maine lake living at its finest in every season with stunning lake views

Guest favourite
Cabin in Smithfield
4.8 out of 5 average rating, 15 reviews

Waterfront private beach. 4-seasons Maine escape.

Waterfront cabin on North Pond in Smithfield, Maine with a private sandy beach just steps from the door. This four-season retreat sleeps up to 10 guests with 3 bedrooms and 2.5 bathrooms. Swimming, kayaking and sunsets in summer, fall foliage views, and direct ITS 87 access in winter for snowmobiling! Easy access for ice fishing. Peaceful, private setting close to Waterville & Augusta. Sugarloaf nearby. Ideal for families, couples, and year-round Maine lake getaways. Book now and unwind! Relax!

Top guest favourite
A circle of white Adirondack chairs is arranged around a fire pit on a manicured lawn. Tall trees provide shade, and a serene lake is visible in the background, reflecting the soft light of the evening. The scene conveys a peaceful outdoor gathering space.
Home in Oakland
4.99 out of 5 average rating, 95 reviews

Lakefront 3 bedroom pet friendly on Messalonski

Make memories of a lifetime at this unique and cozy family-pet-friendly private lakefront on Messalonskee. Beautifully manicured lawn/gardens with a fire pit surrounded by the peaceful sounds of nature. A large dock to take in the spectacular views of bald eagles, loons, and blue herons. Owners boat is attached for occasional boat rides. This guesthouse is newly built with a covered porch overlooking the serene lake. Comes w/3 kayaks, 2 paddle boards, a paddle boat, life jackets, and a canoe

Guest favourite
A wooden dock extends into calm waters, showcasing two chairs and a large umbrella. The scene is bathed in soft hues from a sunset, with mountains faintly visible in the background, reflecting a serene and tranquil atmosphere.
Home in Embden
5.0 out of 5 average rating, 19 reviews

4 Season Lake House on beautiful Embden Pond!

Well appointed lake house just a stone's throw from the public boat launch and ATV/ Snowmobile trails. Enjoy the private, sandy (very shallow) swimming area ideal for young children and relaxing adults. Centrally located for outdoor recreation: whitewater rafting, boating, canoeing on the Kennebec or golf in the summer; hunting, fishing, or leaf peeping in the fall; or ice fishing, skiing, or snowmobiling in the winter. There are also several mapped ATV/UTV trails to explore. We have it all!

Superhost
The kitchen features dark blue walls and modern cabinetry. Granite countertops surround a stainless steel oven and microwave. A double basin sink is present, with a wooden framed chalkboard on the wall and hooks displaying kitchen towels.
Apartment in Skowhegan
4.9 out of 5 average rating, 41 reviews

Apartment in Skowhegan

Located right in town you are within walking distance to several quaint little shops, restaurants bars, and pubs. The newly listed apartment offers 2 bedrooms with 3 beds. Kitchen is nicely equipped! Great place to stay while experiencing activities of Maine. Minutes away from fairgrounds, bounce house, golfing , 4 wheeling/biking/hiking/ITS/xcountry & skiing trails, swimming, rec center, Whitewater rafting, skydiving and a little over an hour to ski areas. Large parking area for trailers.

Guest favourite
A custom-built deck under a wooden pavilion overlooks the water. Two comfortable chairs and a side table are positioned on the deck, with a red umbrella providing shade. The tranquil lake is visible in the background, surrounded by trees and a small boat dock.
Cottage in Madison
4.86 out of 5 average rating, 58 reviews

Charlie's Perch -Charming Lakewood Cottage

Nestled in the historic Lakewood Community sits our waterfront home. Walk out of your bedroom door onto a custom deck overlooking Lake Wesserunsett. Enjoy sunsets and tranquil sunrises under the pavilion. Plan your day around fishing, swimming, boating and all the adventures Maine has to offer. Use of the lake is at your own risk and liability. By booking you and all of your quests hold harmless the host and resident of the lake. There is no life guard on duty.

Top guest favourite
The cabin's exterior is framed by lush green foliage, showcasing a welcoming wooden porch with steps leading up to the entrance. The log cabin features large windows and a combination of wood and lattice detailing on the lower level, surrounded by a serene natural setting.
Cabin in Madison
4.94 out of 5 average rating, 32 reviews

Grace Landing

In the heart of central Maine our charming, secluded cabin is nestled on a peaceful dirt road. This spacious home offers 4 cozy bedrooms and 2.5 bathrooms, making it perfect for families or groups of friends. Whether you’re looking to relax by the fireplace, enjoy the serenity of the surrounding woods, or explore the nearby lakes and trails, our cabin has everything you need for a memorable stay.

Top guest favourite
A historic building, characterized by red brick walls, is situated on a rocky elevation overlooking the river. Surrounding foliage reflects a mixture of greens and autumn tones. The clear blue sky complements the serene scene, emphasizing the unique location along the banks of the Sandy River.
Place to stay in Norridgewock
5.0 out of 5 average rating, 24 reviews

Former Hydro Station

Beautifully converted hydro station on the banks of the Sandy River in Norridgewock Maine. The serene open space features nine large windows with views of the river and surrounding cornfields. Perfect for artists, writers, musicians, chefs... Rustic yet thoughtfully designed– the home has received a preservation award as well as features in magazines such as Down East, Dwell, and Waves & Woods.

Guest favourite
A comfortable living area features a dark leather sofa and oversized chairs surrounding a wooden coffee table. A patterned area rug lays on the warm wood floor. Large windows allow natural light to fill the room, complemented by a mounted television and wooden accent wall.
Cabin in Embden
4.88 out of 5 average rating, 32 reviews

Beautiful 3 bedroom camp on Embden Pond!

Newly renovated lakeside 3 bedroom home that sleeps 10 is in the perfect spot! It's a short walk from Embden Pond, one of the top 3 clearest, cleanest deep spring fed lakes in Maine! Breathtaking views of mountains with a sandy beach only a 2 minute walk away and a boat launch steps away. Hiking and snowmobile trails directly behind you, and only a 40 minute drive to Sugarloaf Ski Resort.

Popular amenities for Madison vacation rentals