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Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor

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

Guesthouse in Chardon
Chardon Loft
Large private studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix, Disney+, Discovery+, and Paramount+. No cable channels are provided. Only 5 minute walk to a park and lake; enjoy fishing, kayaking or sailing. Only 4 miles from Alpine Valley Ski Resort & 5 miles from Mayfield Road drive-in movie theater.
$75 per night
Home in Garrettsville
“Willow Ledge at Silver Creek”with Private Hot Tub
New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.
$218 per night
Cabin in Cortland
Cheerful Cabin-Sleeps 5 - lake views + relaxation
This unique place has a style all its own. This adorable cabin is located steps away from Mosquito Lake, bars and restaurants, bait shops, public boat launch and minutes away from lovely wineries. Perfect for small families or couples. This cabin has been professionally designed and updated. Relax on the deck and listen to live music during the summer months. The sleeping space is a loft separated by a wall. Queen bed on one side, double bed and a single up top on the other side.
$160 per night

Other great vacation rentals in Windsor

Cabin in West Farmington
The Triangle: A-Frame Cabin for your city retreat
$94 per night
Home in Burton
Simba’s House Mid 1800’s Burton Village Retreat
$95 per night
Tiny home in Parkman
The Old Postal Cottage
$100 per night
Loft in Geneva
Spire & Winery Getaway-Mins Away: Hot Tub & Arcade
$180 per night
Cabin in Middlefield
Forever Spring Cabin
$165 per night
Cottage in Burton
Lakeside Cottage with Views and Charm
$130 per night
Apartment in Fairport Harbor
The Clevelander Suite in the historic Arlington
$62 per night
Guest suite in Geneva
Lorentus' Century Home
$86 per night
Cabin in West Farmington
bohemian stAy frame
$135 per night
Apartment in Thompson
Hideaway at Triumph City Farm
$95 per night
Cabin in Southington
Cozy A-Frame Getaway Minutes from Nelson Ledges
$218 per night
Apartment in Burton
Maple Syrup Sugarhouse Studio Apartment
$85 per night

Destinations to explore

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  2. United States
  3. Ohio
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  5. Windsor