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Our top choices for Windsor apartments

1. Nestled Inn Mespo Modern & Cozy Apartment
Nestled Inn Mespo Modern & Cozy ApartmentMiddlefield
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $240
CA $292 total
includes taxes & fees
Nov 9 - Nov 10

2. 2 bedroom apartment in the beautiful Middlefield countryside!
2 bedroom apartment in the beautiful Middlefield countryside!Middlefield
8.6 out of 10, Excellent, (7 reviews)
The price is CA $141
CA $251 total
includes taxes & fees
Nov 12 - Nov 13

3. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple FarmBurton
10.0 out of 10, Exceptional, (73 reviews)
The price is CA $146
CA $213 total
includes taxes & fees
Nov 9 - Nov 10

4. Cozy 2-bedroom apartment in welcoming Cortland with AC
Cozy 2-bedroom apartment in welcoming Cortland with ACCortland
The price is CA $139
CA $228 total
includes taxes & fees
Nov 10 - Nov 11

5. Recently updated apartment in a Triplex close to Spire Wineries and the Lake.
Recently updated apartment in a Triplex close to Spire Wineries and the Lake.Geneva
9.4 out of 10, Exceptional, (45 reviews)
The price is CA $136
CA $239 total
includes taxes & fees
Nov 11 - Nov 12

6. "The Beach Hive" unit 1; lower-level apartment on the Lake
"The Beach Hive" unit 1; lower-level apartment on the LakeGeneva
9.4 out of 10, Exceptional, (127 reviews)
The price is CA $134
CA $237 total
includes taxes & fees
Nov 9 - Nov 10

7. Peaceful private apartment in the charming Hiram countryside
Peaceful private apartment in the charming Hiram countrysideGarrettsville
9.4 out of 10, Exceptional, (6 reviews)
The price is CA $127
CA $257 total
includes taxes & fees
Nov 17 - Nov 18

8. Cozy Country Apartment in Heart of Geauga County
Cozy Country Apartment in Heart of Geauga CountyNewbury
10.0 out of 10, Exceptional, (33 reviews)
The price is CA $213
CA $386 total
includes taxes & fees
Nov 9 - Nov 10

9. LAKEFRONT LOFT-PERFECT COUPLES GETAWAY-4nights/5th free all of 2027#440-479-4531
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY-4nights/5th free all of 2027#440-479-4531Geneva
10.0 out of 10, Exceptional, (406 reviews)
The price is CA $141
CA $190 total
includes taxes & fees
Nov 9 - Nov 10

10. Cozy One Room Studio in Wine Country!
Cozy One Room Studio in Wine Country!Jefferson
10.0 out of 10, Exceptional, (1 review)
The price is CA $223
CA $323 total
includes taxes & fees
Nov 10 - Nov 11

11. Merlot Cottage - GOTL Strip - Lover's Retreat
Merlot Cottage - GOTL Strip - Lover's RetreatGeneva
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $81
CA $285 total
includes taxes & fees
Nov 16 - Nov 17

12. The Weekender Unit #5
The Weekender Unit #5Geneva-on-the-Lake
9.2 out of 10, Wonderful, (5 reviews)
The price is CA $177
CA $208 total
includes taxes & fees
Nov 9 - Nov 10

13. 1 Bed 1 Bath Suite On Strip
1 Bed 1 Bath Suite On StripGeneva on the Lake
9.2 out of 10, Wonderful, (123 reviews)
The price is CA $106
CA $275 total
includes taxes & fees
Nov 12 - Nov 13

14. Charming new studio with cheerful coastal décor nestled amongst serene gardens
Charming new studio with cheerful coastal décor nestled amongst serene gardensGeneva
The price is CA $194
CA $327 total
includes taxes & fees
Nov 9 - Nov 10

15. GOTL Lakeview Loft- Sunset Vacation Rentals
GOTL Lakeview Loft- Sunset Vacation RentalsGeneva
9.4 out of 10, Exceptional, (72 reviews)
The price is CA $157
CA $305 total
includes taxes & fees
Nov 9 - Nov 10

16. SeaSide Lake-Front Cottage
SeaSide Lake-Front CottageMadison-on-the-Lake
10.0 out of 10, Exceptional, (18 reviews)
The price is CA $236
CA $372 total
includes taxes & fees
Nov 9 - Nov 10

17. Modern Family Retreat Near Lake & Wineries
Modern Family Retreat Near Lake & WineriesGeneva
9.8 out of 10, Exceptional, (119 reviews)
The price is CA $225
CA $491 total
includes taxes & fees
Nov 12 - Nov 13

18. Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Rest, Relax and Enjoy our Gentleman's Farm in MantuaMantua
9.6 out of 10, Exceptional, (39 reviews)
The price is CA $189
CA $359 total
includes taxes & fees
Nov 30 - Dec 1

19. "Deja Blue" unit 5, 1 Bdrm, lower-level apartment on Lake
"Deja Blue" unit 5, 1 Bdrm, lower-level apartment on LakeGeneva
9.4 out of 10, Exceptional, (87 reviews)
The price is CA $127
CA $229 total
includes taxes & fees
Nov 9 - Nov 10

20. GOTL Strip Suite #1- Sunset Vacation Rentals
GOTL Strip Suite #1- Sunset Vacation RentalsGeneva
9.6 out of 10, Exceptional, (41 reviews)
The price is CA $188
CA $359 total
includes taxes & fees
Nov 19 - Nov 20
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.
Learn more about Windsor
Nestled along the Grand River, Windsor offers peaceful fishing spots and the charming Windsor Tavern for hearty local meals. Explore nearby covered bridges in Ashtabula County or visit Geneva-on-the-Lake for lakefront recreation and vintage amusement park fun.

Top reviews in Windsor

Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express & Suites Madison by IHGMadison










































































































