
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)
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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!
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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!!!
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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
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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.
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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.
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Home away from home cozy new Apartment in Oakland
Escape to this newly built apartment in Oakland for a relaxing and peaceful getaway. Unwind on the porch while enjoying Maine’s beautiful wildlife, breathtaking sunsets, and star-filled skies. Conveniently located just minutes from Colby College, Thomas College, Snow Pond public beach/boat landing, Bowl in the Pines, and many local restaurants, shops, and outdoor attractions. Perfect for a vacation exploring beautiful Central Maine, visiting family, college visits, or business travel.
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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.
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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"
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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.
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Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.
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Private tiny cabin on six acres of trees
The tiny cabin is perfect for any individual or couple looking for a quiet private getaway. This newly renovated space is perfect for reading, sunbathing, napping, outdoor cooking, or walking your dog in the wooded area outback. The central location of the cabin is the jumping off point to other activities such as hiking, kayaking, whitewater rafting, bicycling, or exploring Farmington, a hip little college town nearby.
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Popular amenities for Madison vacation rentals
Lake side house rentals in Madison

Lakefront: Private Hot Tub, Sauna & Free Massages!
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Private Lake House, Firepit & Amazing Sunset Views
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Enjoy a gorgeous sunset steps away from Great Pond
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4 Season Lake House on beautiful Embden Pond!
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Dog Friendly | Hot Tub | Lakefront
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Lakeside getaway in Embden on trails, free kayaks!
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Lakehouse 4 season getaway with rail trail access!
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Relaxing Maine Woods Cabin on a Pond-Dog Friendly!
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Other great vacation rentals in Madison

Former Hydro Station
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Cozy Cabin on the Carrabassett River
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Waterfront private beach. 4-seasons Maine escape.
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Beautiful 3 bedroom camp on Embden Pond!
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Modern Cornville Ranch
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Riverway Cottage
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The HideAway - Starks
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Misty Mtn. Lodge
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