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Our top choices for Windsor apartments

1. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (11 reviews)
"Emily was a wonderful host, she responded quickly to a question I had about check-in. Comfy bed, clean space, directions were easy to follow."
United States
Abby M.
The price is CA $240
CA $292 total
includes taxes & fees
Nov 9 - Nov 10
Nestled Inn Mespo Modern & Cozy Apartment

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)
"Fantastic clean and easy perfect for our quick trip!"
United States
Ashley B.
The price is CA $141
CA $251 total
includes taxes & fees
Nov 12 - Nov 13
2 bedroom apartment in the beautiful Middlefield countryside!

3. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (73 reviews)
"Really nice place to stay."
United States
Phillip
The price is CA $146
CA $213 total
includes taxes & fees
Nov 9 - Nov 10
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

4. Cozy 2-bedroom apartment in welcoming Cortland with AC

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

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)
"Nice place for a weekend. Good price and everything we needed"
United States
Devan M.
The price is CA $136
CA $239 total
includes taxes & fees
Nov 11 - Nov 12
Recently updated apartment in a Triplex close to Spire Wineries and the Lake.

6. "The Beach Hive" unit 1; lower-level apartment on the Lake

"The Beach Hive" unit 1; lower-level apartment on the Lake
Geneva
9.4 out of 10, Exceptional, (127 reviews)
"Great location!"
United States
Nicholas
The price is CA $134
CA $237 total
includes taxes & fees
Nov 9 - Nov 10
"The Beach Hive" unit 1; lower-level apartment on the Lake

7. Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
9.4 out of 10, Exceptional, (6 reviews)
"Great stay, quiet location. Everything was clean, as advertised, and I would highly recommend this as a getaway location."
United States
Matthew W.
The price is CA $127
CA $257 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful private apartment in the charming Hiram countryside

8. Cozy Country Apartment in Heart of Geauga County

Cozy Country Apartment in Heart of Geauga County
Newbury
10.0 out of 10, Exceptional, (33 reviews)
"The apartment was clean, well maintained, and family friendly. Molly was a great host!"
United States
Phillip R.
The price is CA $213
CA $386 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Country Apartment in Heart of Geauga County

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#440-479-4531
Geneva
10.0 out of 10, Exceptional, (406 reviews)
"Great place to stay! Convenient location!"
United States
Debbie C.
The price is CA $141
CA $190 total
includes taxes & fees
Nov 9 - Nov 10
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY-4nights/5th free all of 2027#440-479-4531

10. Cozy One Room Studio in Wine Country!

Cozy One Room Studio in Wine Country!
Jefferson
10.0 out of 10, Exceptional, (1 review)
"This property is remote- there are attractions within a half hour drive, so if you’re hoping to walk to nearby places, this isn’t the one. Everything is much higher quality than I typically see in a VRBO rental. The bed was so comfy I didn’t want to get up! The shower is nice and the couple who own the house are very nice and accommodating "
United States
Jessica B.
The price is CA $223
CA $323 total
includes taxes & fees
Nov 10 - Nov 11
Cozy One Room Studio in Wine Country!

11. Merlot Cottage - GOTL Strip - Lover's Retreat

Merlot Cottage - GOTL Strip - Lover's Retreat
Geneva
9.4 out of 10, Exceptional, (3 reviews)
"This was a cute little cottage! Right on the edge of the strip."
United States
Jessica
The price is CA $81
CA $285 total
includes taxes & fees
Nov 16 - Nov 17
Merlot Cottage - GOTL Strip - Lover's Retreat

12. The Weekender Unit #5

The Weekender Unit #5
Geneva-on-the-Lake
9.2 out of 10, Wonderful, (5 reviews)
"Easy booking and check in. Clean modern rooms. "
United Kingdom
Traci G.
The price is CA $177
CA $208 total
includes taxes & fees
Nov 9 - Nov 10
The Weekender Unit #5

13. 1 Bed 1 Bath Suite On Strip

1 Bed 1 Bath Suite On Strip
Geneva on the Lake
9.2 out of 10, Wonderful, (123 reviews)
"We stayed in the one bedroom suite, it was very modern and very nice!"
United States
Mark B.
The price is CA $106
CA $275 total
includes taxes & fees
Nov 12 - Nov 13
1 Bed 1 Bath Suite On Strip

14. Charming new studio with cheerful coastal décor nestled amongst serene gardens

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

15. GOTL Lakeview Loft- Sunset Vacation Rentals

GOTL Lakeview Loft- Sunset Vacation Rentals
Geneva
9.4 out of 10, Exceptional, (72 reviews)
"Perfect location to walk around and to the strip"
United States
jen z.
The price is CA $157
CA $305 total
includes taxes & fees
Nov 9 - Nov 10
GOTL Lakeview Loft- Sunset Vacation Rentals

16. SeaSide Lake-Front Cottage

SeaSide Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (18 reviews)
"The property was gorgeous! We had such a wonderful relaxing time! The unit has everything you could ever need. Thanks!"
United States
Mary G.
The price is CA $236
CA $372 total
includes taxes & fees
Nov 9 - Nov 10
SeaSide Lake-Front Cottage

17. Modern Family Retreat Near Lake & Wineries

Modern Family Retreat Near Lake & Wineries
Geneva
9.8 out of 10, Exceptional, (119 reviews)
"Great place !"
United States
Scott N.
The price is CA $225
CA $491 total
includes taxes & fees
Nov 12 - Nov 13
Modern Family Retreat Near Lake & Wineries

18. Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Mantua
9.6 out of 10, Exceptional, (39 reviews)
"We had a great time here! The kitchen was well-stocked and we enjoyed the beautiful outdoor gardens! We would definitely come back again!"
United States
Dale D.
The price is CA $189
CA $359 total
includes taxes & fees
Nov 30 - Dec 1
Rest, Relax and Enjoy our Gentleman's Farm in Mantua

19. "Deja Blue" unit 5, 1 Bdrm, lower-level apartment on Lake

"Deja Blue" unit 5, 1 Bdrm, lower-level apartment on Lake
Geneva
9.4 out of 10, Exceptional, (87 reviews)
"Loved having the lake view"
United States
Renee S.
The price is CA $127
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
"Deja Blue" unit 5, 1 Bdrm, lower-level apartment on Lake

20. GOTL Strip Suite #1- Sunset Vacation Rentals

GOTL Strip Suite #1- Sunset Vacation Rentals
Geneva
9.6 out of 10, Exceptional, (41 reviews)
"This is my 3rd time staying at this property. My other stays were the larger unit but this was just as nice and perfect for our smaller group. The place is clean and has all the necessary inclusions that you could need. Also a great location for navigating the strip. I highly recommend for groups of all sizes"
United States
stacey
The price is CA $188
CA $359 total
includes taxes & fees
Nov 9 - Nov 10
GOTL Strip Suite #1- Sunset Vacation Rentals
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.

A wooden covered bridge with an American flag, surrounded by autumn foliage.

Top reviews in Windsor

Frequently Asked Questions

What's it like to stay at an apartment in Windsor?

There might not be many choices within the heart of Windsor, but Expedia can help you search for accommodations within the larger area with similar amenities to an apartment. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can even filter by similar property types like vacation homes, condos, or cabins.

Are you thinking about an apartment for your stay?

Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.

What's the best apartment for my stay in Windsor?

Below are some of the more popular apartments in the area to choose from: "A Wave from it All" unit 3, Apartment on the Lake : Situated in Geneva-on-the-Lake, 22.6 mi/36.4 km from the heart of Windsor. Includes free WiFi. "The Beach Hive" unit 1; lower-level apartment on the Lake: Located 22.6 mi/36.4 km away in Geneva-on-the-Lake. Free WiFi and fireplaces are included. 1 Bed 1 Bath Suite On Strip: It's situated in Geneva-on-the-Lake, 22.5 mi/36.3 km away. Includes free WiFi. "The Look Out" unit 4; 3 bdm apartment on the Lake, private deck.: 22.6 mi/36.4 km away in Geneva-on-the-Lake. Free WiFi and private patios are included. Modern Family Retreat Near Lake & Wineries: Located in Geneva-on-the-Lake, 22.5 mi/36.2 km from Windsor. Includes free WiFi. Access to onsite laundry facilities is available on site.

What can I expect from the weather during my trip to Windsor?

Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Windsor. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Windsor are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

What should I see in Windsor?

Explore the area and family-friendly sights such as Pioneer Waterland & Dry Fun Park, or get out into nature at a spot like Punderson Lake. Windsor Mills Covered Bridge and Middlefield Village Center are a couple of places you'll find in the larger area.

What's the best way to get to and around Windsor?

Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Youngstown, OH (YNG-Youngstown - Warren Regional), which is located 22.7 mi (36.6 km) away from the heart of the city. Otherwise, you can search for flights to Cleveland, OH (CGF-Cuyahoga County), which is 29 mi (46.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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