
House holiday rentals in Winslow
Find and book unique houses on Airbnb
Top-rated house rentals in Winslow
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winslow
House rentals with a pool

Luxe Liberty: Getaway with Heated Indoor Pool!

Coastal Retreat with Pool and Cheerful Vibes

Poland Spring Ricker House

The Flying Cloud

House in the woods

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Weekly house rentals

Manor House on Long Pond with water toys!

The Gathering Place

Cute house in town Skowhegan.

Classy AF Home, walk across the street to Colby!

The Berry Place

Great Pond Lake House With Western Views

The HideAway - Starks

Waterside Getaway
Private house rentals

Peaceful Lake Home

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Cozy Sunshine Lake Cottage

Fall foliage retreat on River

Newly built in 2024, Long Pond lake access

The Maine Lake House with an Amazing Sand Beach!

Red Barn at The Appleton Retreat

2 bdrm house across from China Lake
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Portland Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Samoset Resort
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Fox Ridge Golf Club
- Dragonfly Farm & Winery
- Sugarloaf Golf Club
- Sandy Point Beach
- Black Mountain of Maine
- Brunswick Golf Club
- Maine Maritime Museum
- Farnsworth Art Museum
- Spragues Beach
- Three Island Beach
- Eaton Mountain Ski Resort
- Narrow Place Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- North Point Beach
- Lighthouse Beach
- Lost Valley Ski Area
- The Camden Snow Bowl