Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite

Apartment in New Vineyard

4.92 out of 5 average rating, 12 reviews

Springside Farms Memory Lane upstairs apartment

Step Back in time at this 1800 's Colonial New England Farm home upstairs Apartment. Watch dairy cattle grazing in the pasture near by. Only 35 minutes from Sugarloaf ski resort. Snowmobile ITS 84 trail is just feet away. Plenty of parking for trailers . Experience the spectacular fall foliage this area has to offer. Our farm has a large roadside stand for over 33 years. Take pictures with the pumpkins on this traditional New England farm stead. Your own private entrance leads to the upstairs.

Mar 26 – Apr 2

R1,933 ZAR per night

Guest favorite

Cabin in Skowhegan

4.82 out of 5 average rating, 401 reviews

The Cabin -Skowhegan

This guest house, main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler bed. Loft contains 2 twin beds. There is also a couch that could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large toaster oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/blu ray player, Gas BBQ (May to November 1st.), as well as a picnic table, with benches and an out door fire pit and wood is supplied.

Mar 8 – 15

R2,033 ZAR per night

Guest favorite

Home in Farmington

4.96 out of 5 average rating, 104 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.

Jul 2 – 9

R3,025 ZAR per night

Superhost

Apartment in Skowhegan

4.92 out of 5 average rating, 13 reviews

Upstairs apartment

Located right in town,you are within walking distance to several quaint little shops, restaurants, bars and pubs. This newly listed apartment offers 2 bedrooms with queen sized beds. The kitchen is nicely equipped. A great place to stay while experiencing many of the activities Maine has to offer. Minutes away from biking & hiking trail, snowshoeing and cross country skiing. Conveniently located near ITS trails, whitewater rafting, sky diving & a little over an hour to several ski areas.

Sep 18 – 25

R2,557 ZAR per night

Guest favorite

Apartment in Kingfield

4.97 out of 5 average rating, 286 reviews

On The River 2

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.

Mar 8 – 15

R2,057 ZAR per night

Guest favorite

Cottage in Farmington

4.98 out of 5 average rating, 87 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.

Aug 29 – Sep 5

R2,063 ZAR per night

Guest favorite

Apartment in Skowhegan

5.0 out of 5 average rating, 17 reviews

Cozy, cute, new, tiny duplex

Enjoy a stylish experience at this centrally-located place. This is one side of a duplex home, renovated from an early 1900’s little brick schoolhouse. It has a tiny home feel. Beautiful, original, historic maple wood floors mixed with a modern style. Gorgeous windows allow in natural lighting. Has a loft bedroom, full kitchen, and washer/dryer combo unit. Everything you need for a private night or weekend away. Walking distance to downtown and near the hospital. Private driveway.

Jan 4 – 11

R2,440 ZAR per night

Guest favorite

Apartment in Wilton

4.86 out of 5 average rating, 105 reviews

1 Bedroom Apartment in Downtown Wilton, Maine.

Simple 2nd floor, single bedroom apartment right in the heart of downtown Wilton, Maine. Just 300 yards from the beautiful Wilson Lake and next door to The Ambition Brewing Co and Calzolaio Pasta Co. This unit is ideal for visiting nurses and workers in the area. Just 5 miles from Franklin Memorial Hospital, and 8 miles from Downtown Farmington and the University of Maine at Farmington. Beautiful Mt. Blue State Park is a 30 minute scenic drive, and Sugar Loaf is within an hour.

Aug 7 – 14

R1,530 ZAR per night

Guest favorite

Cabin in Mercer

4.95 out of 5 average rating, 189 reviews

Haven Hill Homestead Cabin #1

We are located in the beautiful area of central Maine with amazing views that bring peace to the heart and calmness to the mind. We live away from town on a quiet dirt road with no street lights. We have beautiful views of North Pond and we have wonderful sunrises! We have a small hobby farm and guests can visit the animals if wanted. We are proud to be a pet loving environment. It is very peaceful here. We guarantee that you will have a memorable stay here at Haven Hill.

Jun 14 – 21

R2,491 ZAR per night

Guest favorite

Guesthouse in Cornville

4.98 out of 5 average rating, 59 reviews

Quiet Retreat; Barker Pond Farm Cabin, LLC: Spruce

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 2 identical cabins for rent; Spruce, listed here, and Pine, which can be found under Barker Pond Farm Cabins; Pine.

Mar 16 – 23

R2,424 ZAR per night

Guest favorite

Cabin in Bingham

4.97 out of 5 average rating, 64 reviews

“Wooded Bliss” Cabin - Pet Friendly!

Welcome to “Wooded Bliss” Cabin! Pet friendly! Make some memories at this unique and family-friendly cabin, located in a quiet neighborhood right off of Route 201 (with beautiful scenic views) and 200 FT away from ITS trail access along the Kennebec River for snowmobilers, ATV enthusiasts, hunters, walkers, runners, and fishing lovers! Plenty of nearby activities including white water rafting, skiing, hiking, local breweries, etc (see online welcome guide!)

Nov 9 – 16

R2,429 ZAR per night

Guest favorite

Apartment in Farmington

5.0 out of 5 average rating, 108 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 ....

Aug 20 – 27

R2,142 ZAR per night