Search Cottages in Windsor

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Cottages in Windsor

Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Terrace/patio

Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.

9.2 out of 10, Wonderful, (83)
"Had everything we needed and very close location to walk to everything. "
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Exterior

Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

9.4 out of 10, Exceptional, (218)
"It was located in a nice area! Firepit was an added bonus! Will stay again if ever in the area!"
The price is SAR 184
SAR 573 total
includes taxes & fees
5 Oct - 6 Oct
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Little oasis a short walk from GOTL strip
Smart TV

Little oasis a short walk from GOTL strip

10.0 out of 10, Exceptional, (89)
"Enjoyed the stay"
The price is SAR 321
SAR 722 total
includes taxes & fees
8 Oct - 9 Oct
Little oasis a short walk from GOTL strip
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
Terrace/patio

Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

8.8 out of 10, Excellent, (101)
"Fantastic, loved our cabin! "
The price is SAR 184
SAR 424 total
includes taxes & fees
16 Oct - 17 Oct
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
Sweet and Cozy two bedroom Lake Erie Cottage -PET FRIENDLY!
Exterior

Sweet and Cozy two bedroom Lake Erie Cottage -PET FRIENDLY!

9.6 out of 10, Exceptional, (25)
"The cabin itself was cute and quaint. The only downside was the shower was small, and the parking was not great."
The price is SAR 450
SAR 887 total
includes taxes & fees
5 Oct - 6 Oct
Sweet and Cozy two bedroom Lake Erie Cottage -PET FRIENDLY!
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5
Exterior

DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5

10.0 out of 10, Exceptional, (202)
"Very nice weekend getaway in northeast Ohio’s wine country. The house was perfect."
The price is SAR 619
SAR 1,481 total
includes taxes & fees
13 Oct - 14 Oct
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5
Beautiful newly remodeled cottage - Walk to strip, close to spire
Exterior

Beautiful newly remodeled cottage - Walk to strip, close to spire

10.0 out of 10, Exceptional, (101)
"The poroperty was perfect. Quality renovation. Private. Just like home"
The price is SAR 371
SAR 801 total
includes taxes & fees
2 Nov - 3 Nov
Beautiful newly remodeled cottage - Walk to strip, close to spire
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
Exterior

Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery

9.6 out of 10, Exceptional, (253)
"Great location and clean. The stay was perfect."
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
3 Little Cottages - #3 Coco Blue Cottage
Exterior

3 Little Cottages - #3 Coco Blue Cottage

10.0 out of 10, Exceptional, (33)
"Property was great and so was the coffee"
The price is SAR 694
SAR 1,162 total
includes taxes & fees
8 Oct - 9 Oct
3 Little Cottages - #3 Coco Blue Cottage
Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit
Exterior

Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit

9.4 out of 10, Exceptional, (55)
"Absolutely loved this place! Definitely a 5 star stay!!! Beautiful, clean and extremely close to the strip. We will be staying here again for our next trip. "
Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit
No.1 Pinot Modern Cottage Heart of the Geneva Vineyards
Exterior

No.1 Pinot Modern Cottage Heart of the Geneva Vineyards

2.0 star property
10.0 out of 10, Exceptional, (10)
"Everything was wonderful during our stay they had everything you needed and might need. The check in and out process was seamless and they are close to a ton of wineries."
The price is SAR 938
SAR 1,361 total
includes taxes & fees
14 Oct - 15 Oct
No.1 Pinot Modern Cottage Heart of the Geneva Vineyards
Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire
Fridge, microwave, oven, stovetop

Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire

10.0 out of 10, Exceptional, (17)
"Easy communication, clean, great accommodations for Bachelorette! Right on the strip and 20min walk to the Lodge. "
The price is SAR 525
SAR 1,136 total
includes taxes & fees
6 Oct - 7 Oct
Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire
New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable
Exterior

New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable

9.0 out of 10, Wonderful, (98)
"Was a nice and updated. AC worked great. Clean and tidy. Would stay there again."
New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable
Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly
Exterior

Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly

10.0 out of 10, Exceptional, (37)
"I loved this cozy cottage and its location! It was very clean and had everything we needed for us and our two dogs. We would definitely stay here again. "
The price is SAR 450
SAR 887 total
includes taxes & fees
5 Oct - 6 Oct
Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly
Lake Grove Cottage: 1 min walk to the Strip!
Exterior

Lake Grove Cottage: 1 min walk to the Strip!

10.0 out of 10, Exceptional, (221)
"Perfect stay in a cozy cabin. The cabin was as described and well furnished. Beds were comfortable and fit our needs. Owner was great and let us check in early. Highly recommended. "
Lake Grove Cottage: 1 min walk to the Strip!
Rouge No.2 Modern 2b/2b Wine Cottage in Heart of Geneva Wineries
Exterior

Rouge No.2 Modern 2b/2b Wine Cottage in Heart of Geneva Wineries

2.0 star property
9.4 out of 10, Exceptional, (9)
"Beautiful, quiet, peaceful setting. It feels very secluded. They had pretty much everything you need. Thoroughly enjoyed the firepit area. "
The price is SAR 938
SAR 1,361 total
includes taxes & fees
12 Oct - 13 Oct
Rouge No.2 Modern 2b/2b Wine Cottage in Heart of Geneva Wineries
GOTL Lovers Chateau Cottage U7
Exterior

GOTL Lovers Chateau Cottage U7

10.0 out of 10, Exceptional, (2)
"Great property and great location"
The price is SAR 1,009
SAR 1,452 total
includes taxes & fees
3 Oct - 4 Oct
GOTL Lovers Chateau Cottage U7
"Rustic Getaway – A Charming & Cozy Cottage for Two or Four!"
Fridge, microwave, oven, stovetop

"Rustic Getaway – A Charming & Cozy Cottage for Two or Four!"

8.0 out of 10, Very Good, (2)
"Celeste was very responsive to the couple questions we had and even stopped by to introduce herself and Oreo (their adorable mascot)! The cottage was clean and had everything we needed for the weekend. We will definitely be back!"
"Rustic Getaway – A Charming & Cozy Cottage for Two or Four!"
Vineyard View | Walk to Wineries & River| Hot Tub
Terrace/patio

Vineyard View | Walk to Wineries & River| Hot Tub

10.0 out of 10, Exceptional, (62)
"Perfect house for the four of us and our dog. Great location and we will be back!"
The price is SAR 1,009
SAR 1,660 total
includes taxes & fees
5 Oct - 6 Oct
Vineyard View | Walk to Wineries & River| Hot Tub
New cottage in a quiet residential area! Close to the strip! 7 mi. from Spire.
Outdoor dining

New cottage in a quiet residential area! Close to the strip! 7 mi. from Spire.

10.0 out of 10, Exceptional, (52)
"Just as described. Very comfortable and clean and met all our needs for a weekend swim meet. Hosts were great to work with. Will definitely be back!"
New cottage in a quiet residential area! Close to the strip! 7 mi. from Spire.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor

10/10 Excellent
"It was a very nice quiet hotel with polite staff"
Tracy 3-night trip
Posted 2 days ago
Hampton Inn & Suites Cleveland Mentor

Frequently asked questions

Why book your cottage in Windsor with Expedia?
We think that traveling should be stress-free, so if you're looking for cottages in Windsor at a nice price, Expedia is here to help. Save cash and pick a wallet-friendly option far away from the city rush, or book an upscale cottage to pamper your favorite people.
How can I find cheap cottages in Windsor?
Expedia can help you easily track down cheap cottages in Windsor. To reserve a fantastic stay in a few quick keystrokes, try out our convenient filter tool to refine your search by amenities, budget and star rating.