
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
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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)
5.0 out of 5 average rating, 212 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!
5.0 out of 5 average rating, 18 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!!!
4.94 out of 5 average rating, 173 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
4.92 out of 5 average rating, 180 reviews
Carriage House
Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.
4.97 out of 5 average rating, 333 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.
4.9 out of 5 average rating, 41 reviews
Cozy Cabin on the Carrabassett River
New listing but same management for long-time Airbnb property with 132 5-star reviews. Enjoy four seasons of natural beauty and recreation while staying in a comfortable cabin overlooking the beautiful Carrabassett River. This pet-friendly cabin is tucked away on 17 private acres, set back 500 feet from a low-traffic road, but is close to major ski areas, services/restaurants, and trails of all types. Just 30 minutes to Sugarloaf and the Bigelow Preserve and an hour to Saddleback.
5.0 out of 5 average rating, 25 reviews
Waterside Getaway
Come getaway at our waterfront house located in Hartland Maine. This is a perfect spot to unwind and enjoy the peaceful water while relaxing and having fun with your friends and family . A 30 min drive to downtown Waterville where you can find shopping and dining places for the whole family . Enjoy fishing , swimming and more right outside your door . The house also has a boat launch and dock for your boat if you choose to bring one. We hope you enjoy staying at our home.
4.94 out of 5 average rating, 54 reviews
EcoCabin, for 1-4, 90 mi view
Overlooking the hardwood forests of Upper Kennebec Valley, views to 90 miles, is Eagles Perch. This modern rendition of the classic Maine cabin leverages a magnificent setting: an optimal experience for the discerning outdoor enthusiast! View from bed, observatory, porch, campfire area. Off-grid Solar on 113 acres. Over two miles of hiking trails (and Moose) on property & ATV trails right up the road. Secluded & quiet. Stunning night skies, near zero light pollution.
4.98 out of 5 average rating, 100 reviews
Quiet Retreat; Barker Pond Farm Cabins, LLC: Pine
Barker Pond Farm Cabins, built in 2010, feature modern amenities including a full bath and kitchen, outfitted with towels, linens and cookware. Each cabin sleeps 4 people, with a queen sized bedroom and a 2 twin sleeping loft, accessed by a ship's ladder. A screened-in porch is the perfect place to sit and listen to our resident loons. We offer two identical cabins for rent, Pine, listed here, and Spruce, which can be found under "Barker Pond Farm Cabins; Spruce"
5.0 out of 5 average rating, 141 reviews
BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
4.97 out of 5 average rating, 462 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.
4.87 out of 5 average rating, 60 reviewsPopular amenities for Madison vacation rentals
Lake side house rentals in Madison

Lakefront: Private Hot Tub, Sauna & Free Massages!
4.96 out of 5 average rating, 235 reviews
Private Lake House, Firepit & Amazing Sunset Views
4.99 out of 5 average rating, 178 reviews
Cozy Waterfront Home With Breathtaking Views!!!
4.82 out of 5 average rating, 154 reviews
Lakefront 3 bedroom pet friendly on Messalonski
4.99 out of 5 average rating, 99 reviews
Dog Friendly | Hot Tub | Lakefront
4.98 out of 5 average rating, 62 reviews
4 Season Lake House on beautiful Embden Pond!
5.0 out of 5 average rating, 20 reviews
Lakeside getaway in Embden on trails, free kayaks!
4.95 out of 5 average rating, 38 reviews
Enjoy a gorgeous sunset steps away from Great Pond
5.0 out of 5 average rating, 40 reviewsOther great vacation rentals in Madison

Waterfront private beach. 4-seasons Maine escape.
4.83 out of 5 average rating, 18 reviews
Beautiful 3 bedroom camp on Embden Pond!
4.88 out of 5 average rating, 34 reviews
Former Hydro Station
5.0 out of 5 average rating, 25 reviews
Modern Cornville Ranch
4.98 out of 5 average rating, 50 reviews
Riverway Cottage
5.0 out of 5 average rating, 25 reviews
Bear Cub Lodge
5.0 out of 5 average rating, 41 reviews
Misty Mtn. Lodge
5.0 out of 5 average rating, 13 reviews
Terrapin Station @ Porter Lake - Lakefront Living
4.99 out of 5 average rating, 94 reviewsDestinations to explore
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