
Vacation rentals in Winthrop
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winthrop
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winthrop vacation rentals
Other great vacation rentals in Winthrop

Guesthouse in Belgrade
5 out of 5 average rating, 3 reviewsBelgrade Bungalow
Guest favourite

Cottage in Winthrop
5 out of 5 average rating, 8 reviewsElegant Cobbossee Lake cottage with dock
Top guest favourite

Private room in Winthrop
5 out of 5 average rating, 62 reviewsWinthrop House Circa 1843

Home in Winthrop
5 out of 5 average rating, 3 reviewsJourney's End on Maranacook

Home in Winthrop
4.5 out of 5 average rating, 12 reviewsPeaceful Fisherman's Paradise w/ Deck + Fire Pit!
Top guest favourite

Apartment in Livermore Falls
5 out of 5 average rating, 9 reviewsCozy Retreat with Private Backyard Oasis

Apartment in Litchfield
4.75 out of 5 average rating, 4 reviewsThe Dragonfly
Guest favourite

Apartment in Manchester
4.73 out of 5 average rating, 41 reviewsLake Cobboseecontee Apartment
Quick stats about vacation rentals in Winthrop
Total rentals
60 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Mid-Coast Vacation rentals
- Southern Maine Coast Vacation rentals
- Old Orchard Beach Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Pet-friendly rentals Winthrop
- Kid-friendly rentals Winthrop
- Rentals with outdoor seating Winthrop
- Rentals with a firepit Winthrop
- Rentals with a kayak Winthrop
- Family-friendly rentals Winthrop
- Rentals with a washer and dryer Winthrop
- Waterfront rentals Winthrop
- Rentals with a patio Winthrop
- House rentals Winthrop
- Rentals with lake access Winthrop
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Fox Ridge Golf Club
- East End Beach
- Pemaquid Point Lighthouse
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Wolfe's Neck Woods State Park
- Sunday River Golf Club
- Portland Museum of Art
- Maine Maritime Museum
- Pebbly Beach
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Pinnacle Park
- Eaton Mountain Ski Resort
- Head Beach
- Lost Valley Ski Area
- The Camden Snow Bowl
- Pebble Beach