Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite

Home in Starks

4.92 out of 5 average rating, 107 reviews

Autumn Getaway 4bd Farm Stay with Private Chef

Medicine Hill is a 125 acre farm on the Sandy river complete with an old fashioned swimming hole and an entire island to explore. We grow a wide variety of 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 taking it all in. 4 bedrooms have incredible views and are surrounded by trees or fields. And if the Chef is available..eat!

Guest favorite

Home in Farmington

4.97 out of 5 average rating, 176 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.

Guest favorite

Cabin in Strong

4.91 out of 5 average rating, 128 reviews

Lakefront Stunning Home, just 35 min to Sugarloaf!

Lakefront Paradise! Fully stocked home on Porter Lake, WiFi, Smart TVs, deck & patio, outdoor furniture, grill, hammock, spacious yard and private dock, swim float, only 35 minutes from Sugarloaf USA's ski slopes and only 20 minutes from the college town of Farmington's resturants, bars, shops, and more! Direct access to Maine's best network of ATV & snowmobile trails or ice fishing (winter) out the front door! All the comforts of home, Experience Maine's lake lifestyle at its finest!

Guest favorite

Rental unit in Kingfield

4.96 out of 5 average rating, 328 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Guest favorite

Cottage in Farmington

4.98 out of 5 average rating, 138 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Guest favorite

Cabin in Skowhegan

4.82 out of 5 average rating, 418 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Guest favorite

Cabin in Freeman Township

4.95 out of 5 average rating, 120 reviews

Trailside Cabin

Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps or stay here to experience all the great fishing & hiking that Franklin County has to offer! If you decide to venture away from the cabin, Rangeley & Sugarloaf are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

Guest favorite

Treehouse in Woodstock

4.99 out of 5 average rating, 202 reviews

Treehouse With Hot Tub Close to Sunday River!

This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Guest favorite

Guesthouse in Cornville

5 out of 5 average rating, 111 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"

Guest favorite

Rental unit in Farmington

5 out of 5 average rating, 124 reviews

Powder House Hill Cottage Farmington, Maine

Powder House Hill Cottage rests on one of the trails of the Powder House Hill Trail System and is only 3/4 mile from downtown Farmington (and the University of Maine Farmington) with all its eateries, unique shops, bookstores, thrift stores, local art stores, and antique shops. Come enjoy Farmington's small town vibe! Sidewalks will lead you all the way to town! Or you can take the long way through the wooded paths ....

Guest favorite

Guest suite in Oakland

4.98 out of 5 average rating, 118 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.

Guest favorite

Rental unit in Cornville

4.86 out of 5 average rating, 130 reviews

Large Home with Great View next to horse farm

Quiet private setting. Scenic view of water, horse farm, mountains, fields. Large inground pool. Jetted tub in master bathroom. Gas grill. Horseback riding lessons or bring your own and rent a stall at the stable on site. Additional fee of 15 per night per person above 6.