House vacation rentals in Winslow

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Top-rated house rentals in Winslow

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Guest favorite

Home in West Paris

4.99 out of 5 average rating, 114 reviews

Four Season Western Maine Adventure Base

Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Jan 10 – 17

G$25,875 GYD per night

Guest favorite

Home in Belgrade

4.99 out of 5 average rating, 105 reviews

SkyView Treehouse- Luxury Waterfront Retreat

With direct access to Belgrade stream & Messalonskee lake, this treehouse is nestled within the pine trees on the waterfront of Belgrade Stream. Located 20 mins away from Colby College, we welcome families of students to come and stay with us during such a monumental transition. We are 10 mins from the Maine State Capitol, 10 mins from downtown Belgrade Lakes, an hour from Acadia National Park, and one hour, 20 mins from Sugarloaf. Our space is ideal for all vacationers looking for a getaway.

Jan 5 – 12

G$116,792 GYD per night

Guest favorite

Home in Farmington

4.96 out of 5 average rating, 108 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.

Jun 17 – 24

G$29,174 GYD per night

Guest favorite

Home in Liberty

4.94 out of 5 average rating, 152 reviews

The Pearl of Lake Saint George

Enjoy this beautiful lakefront cottage on pristine Lake St. George with amazing sunrises. The home is year round and heated. Less than a mile from Lake St. George Brewing Company, John’s Ice Cream, and Lori’s Café, the state park and boat launch is also less than three miles away. First floor has 1 bedroom (queen bed), a full bathroom, full kitchen with all essentials, and utility room with a washer and a dryer. The second floor has a half bath and three bedrooms (king, and two queen beds).

Feb 8 – 15

G$56,215 GYD per night

Guest favorite

Home in Thorndike

4.9 out of 5 average rating, 147 reviews

Rural spacious getaway with access for adventure

Newly-renovated house in the country. Quiet getaway, hunting basecamp, or a base for excursions around mid-coast Maine. Relax in this spacious home after enjoying nearby Unity, with train station and Amish community, or Belfast with its waterfront. Take day trips to Boothbay, Camden, Rockland, Bar Harbor, or Bangor. Or just enjoy nature on the back deck and nearby forest trails. Sleeps four in two formal bedrooms, two more adults on a futon, four/six kids or young adults in a rumpus room.

Dec 31 – Jan 7

G$21,406 GYD per night

Guest favorite

Home in Buckfield

4.91 out of 5 average rating, 153 reviews

The Nifty Village House

The Nifty Village House is an animal-free private home rental in the heart of Buckfield, Maine, a small New England town that sits on the Nezinscot River. This listing has been refurbished with a brand new kitchen, bathroom and laundry room. Conveniently located near Tilton's Market, Post Office, High School and more. We welcome guests with completed profiles, I.D. Verification, photo, and good reviews on Airbnb. The Nifty Village House is managed by Michael & Andrea at Niftybug Rentals.

Apr 14 – 21

G$24,042 GYD per night

Guest favorite

Home in Farmington

4.98 out of 5 average rating, 165 reviews

Farmington. Walk to UMF & town. Family visits!

We take great pride in providing a stay that you will remember for years to come. Our moose house is well-stocked with all essential amenities and a few extra surprises! Quaint, convenient neighborhood walking distance to UMF and downtown Farmington. Franklin Memorial Hospital is a short drive. Sugarloaf and Rangeley areas are 45 minutes. WIFI and smart TVs. (No cable.) Washer/Dryer with detergent available. Great place to stay for exploring Maine or a visit with your family and friends.

Dec 12 – 19

G$25,366 GYD per night

Guest favorite

Home in Waterville

4.79 out of 5 average rating, 144 reviews

Cozy House in Waterville

Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

Sep 26 – Oct 3

G$28,160 GYD per night

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 123 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Oct 12 – 19

G$29,743 GYD per night

Guest favorite

Home in Unity

4.91 out of 5 average rating, 106 reviews

Unity Farmhouse ~ 4 br Victorian home 420 friendly

Unity Farmhouse is a big beautiful home right on Main Street, with 8 large rooms, two porches & a barn/garage on 1.5+ acres right near the center of the quaint town of Unity. Quick walk to Field of Dreams Park and Unity Pond. Unity is a great place to hike, bike, paddle, swim, skate, sled, & stargaze. Located on Maine's rural highway, Route 202, halfway between Augusta & Bangor. Unity Farmhouse is cannabis-friendly :)

Oct 7 – 12

G$32,643 GYD per night

Guest favorite

Home in Brooks

4.9 out of 5 average rating, 201 reviews

Cedar Swamp Farm

A 2 bedroom house with a porch and gazebo in the back yard in a rural setting located on gravel road. Overlooking lovely horse pastures and deer often come to visit. 35 additional wooded acres to explore. There are unorganized trails that abut “Dead Brook“ available to walk. “Majic”, “Wally” and “Boots” are your neighbors and love to say hello and get a pat.

Oct 3 – 10

G$23,793 GYD per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 333 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.

Mar 26 – Apr 2

G$14,453 GYD per night