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Vacation rentals in Winthrop

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Top-rated vacation rentals in Winthrop

Guests agree: these stays are highly rated for location, cleanliness, and more.

Two Cedar Tiny House
SUPERHOST
Tiny house · 4 guests · 2 beds · Half-bath
Two Cedar Tiny HousePeaceful 260 sq ft modern-meets-rustic off-grid retreat on 20 acres with lake access near the Wayne, Maine town line. A five minute walk into the woods will lead guests to a custom tiny house tucked away with the most basic amenities and 'just enough' space to unplug. (Note: the house is not on the water; private guest water frontage is an 8 minute walk on trails from the house.) Find us on Instagram @two_cedar_tiny_house
Loon's Nest Lake Home with Private Beach and Dock
SUPERHOST
Entire residential home · 6 guests · 3 beds · 1.5 baths
Loon's Nest Lake Home with Private Beach and DockEnjoy this beautiful home with 100 feet of lakefront including a small private beach area great for swimming, kayaking (2 available), fishing, ice fishing and snowmobile access to the lake. There is also a extra large dock for your boat. Relax and enjoy the views of Maranacook lake from all the main living areas. This year round home will be available for guest in the Fall, Winter, Spring and some select weeks in the summer months. 5 min drive to Kent's Hill.
Maple Hill Farm Inn, Room 5, Sauna+Outdoor Hot Tub
SUPERHOST
Hotel room · 2 guests · 1 bed · 1.5 baths
Maple Hill Farm Inn, Room 5, Sauna+Outdoor Hot TubNamed one of "The Best 5 Green Hotels and Inns in New England" (Yankee Magazine, 2017), this award-winning bed & breakfast inn is in the serene countryside of rolling fields & woods complete with llamas. We focus on sustainability & renewable energy without sacrificing copious comfort. Solar & wind power, 4 EV charging stations, free Wi-Fi, sauna, outdoor hot tub, luxurious robes, all private baths, full liquor service. Full country menu choice breakfast INCLUDED (eggs from our own chickens!).

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Other great vacation rentals in Winthrop

  1. Entire residential home
  2. Manchester
Stunning, private Maine lakefront home w/ hot tub.
$495 per night
SUPERHOST
  1. Entire residential home
  2. Readfield
Readfield, ME in the Belgrade Lakes
$225 per night
SUPERHOST
  1. Entire residential home
  2. Manchester
Veedon Fleece on the Lake
$250 per night
SUPERHOST
  1. Treehouse
  2. Monmouth
Island Tree House in Maine
$228 per night
SUPERHOST
  1. Entire rental unit
  2. Wayne
Serenity Lake House Apt, Lake views from all rooms
$140 per night
SUPERHOST
  1. Island
  2. Monmouth
Your Own Island Log Cabin in Maine!
$228 per night
SUPERHOST
  1. Entire rental unit
  2. Winthrop
A little piece of heaven
$120 per night
SUPERHOST
  1. Tent
  2. Monmouth
Island Glamping in a Luxury Tent in Maine
$112 per night
SUPERHOST
  1. Dome house
  2. Readfield
Maranacook Lake home w/deck and dock
$215 per night
  1. Entire residential home
  2. Leeds
Snowmobile and ATV dreamscape – 40 acres of private trails with newly renovated home
$150 per night
SUPERHOST
  1. Entire guest suite
  2. Wayne
Hooker's Point on west side of Pocasset Lake
$115 per night
SUPERHOST
  1. Entire residential home
  2. Monmouth
The Cottage at Red Top - Cozy Lakeside Charm
$275 per night