Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Windsor vacation rentals

Fridge, microwave, oven, stovetop

Chardonnay Cottage - GOTL Strip - Cozy & Quaint

Chardonnay Cottage - GOTL Strip - Cozy & Quaint
Geneva
9.8 out of 10, Exceptional, (12 reviews)
"Very cute & quaint. We absolutely loved it!"
United States
Magdalena
The price is ￥8,432
￥32,684 total
includes taxes & fees
Mar 2 - Mar 3
Chardonnay Cottage - GOTL Strip - Cozy & Quaint
Dining

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Rome
10.0 out of 10, Exceptional, (30 reviews)
"Great Cabin! Easy to find and close to the wineries!"
United States
Sarah K.
The price is ￥19,489
￥32,186 total
includes taxes & fees
Feb 27 - Feb 28
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Living area

A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!

A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (10 reviews)
"Loved this property. Was so clean and nice. "
United States
Allyson C.
The price is ￥15,295
￥32,757 total
includes taxes & fees
Feb 27 - Feb 28
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
TV

GOTL Cozy Cottage- Sunset Vacation Rentals

GOTL Cozy Cottage- Sunset Vacation Rentals
Geneva
9.4 out of 10, Exceptional, (83 reviews)
"Place was very clean and welcoming. The bedrooms were nice, beds comfortable. We enjoyed our stay. "
United States
Mike B.
The price is ￥16,994
￥34,942 total
includes taxes & fees
Mar 1 - Mar 2
GOTL Cozy Cottage- Sunset Vacation Rentals
2 bedrooms, free WiFi, bed sheets

A great stay, close to Spire, GOTL, & Wineries....King Bed!

A great stay, close to Spire, GOTL, & Wineries....King Bed!
Geneva
9.8 out of 10, Exceptional, (38 reviews)
"Great stay"
United States
Freeman H.
The price is ￥13,330
￥29,389 total
includes taxes & fees
Mar 2 - Mar 3
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Free WiFi, bed sheets

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Madison
9.4 out of 10, Exceptional, (3 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
The price is ￥22,755
￥25,873 total
includes taxes & fees
Mar 1 - Mar 2
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Fridge, microwave, oven, stovetop

GOTL Coastal Cottage- Sunset Vacation Rentals

GOTL Coastal Cottage- Sunset Vacation Rentals
Geneva
9.0 out of 10, Wonderful, (81 reviews)
"Amazing "
United States
Jessica L.
The price is ￥16,994
￥36,034 total
includes taxes & fees
Mar 1 - Mar 2
GOTL Coastal Cottage- Sunset Vacation Rentals
Fridge, microwave, oven, stovetop

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

Beautiful newly remodeled cottage - Walk to strip, close to spire
Geneva
10.0 out of 10, Exceptional, (107 reviews)
"Beautifully decorated, clean & comfy! Sweet cottage - we’ll book again!"
United States
Charlette A.
The price is ￥15,435
￥33,302 total
includes taxes & fees
Mar 1 - Mar 2
Beautiful newly remodeled cottage - Walk to strip, close to spire
Outdoor spa tub

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.4 out of 10, Exceptional, (6 reviews)
"The property is amazing, as is the cabin. Love the decor. We appreciated the privacy, the hot tub worked great. We also appreciated the fire ring with everything needed to build a fire! We had a lovely visit with a great friend, daughter, and her grandson that live in the area. Thanks for everything!"
United States
Jeannie
The price is ￥22,755
￥25,873 total
includes taxes & fees
Mar 1 - Mar 2
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Fridge, microwave, oven, stovetop

Dog-Friendly Retreat Near Wineries/Spire/GOTL

Dog-Friendly Retreat Near Wineries/Spire/GOTL
Madison-on-the-Lake
9.4 out of 10, Exceptional, (29 reviews)
"Great stay will be back again "
United States
andrea c.
The price is ￥15,317
￥31,376 total
includes taxes & fees
Feb 27 - Feb 28
Dog-Friendly Retreat Near Wineries/Spire/GOTL
1 bedroom, free WiFi, bed sheets

Quaint cottage a short walk from the GTOL strip!

Quaint cottage a short walk from the GTOL strip!
Geneva-on-the-Lake
9.8 out of 10, Exceptional, (65 reviews)
"Very nice place to stay and convenient location. Very pet friendly and a nice quiet location!! "
United States
Randy F.
The price is ￥13,892
￥28,392 total
includes taxes & fees
Mar 1 - Mar 2
Quaint cottage a short walk from the GTOL strip!
Smart TV

Little oasis a short walk from GOTL strip

Little oasis a short walk from GOTL strip
Geneva-on-the-Lake
10.0 out of 10, Exceptional, (93 reviews)
"Great place! Nice,clean and relaxing will book again. "
United States
Tracey M.
The price is ￥13,050
￥30,044 total
includes taxes & fees
Mar 8 - Mar 9
Little oasis a short walk from GOTL strip
On the beach

"A Wave from it All" unit 3, Apartment on the Lake

"A Wave from it All" unit 3, Apartment on the Lake
Geneva
9.6 out of 10, Exceptional, (67 reviews)
"I was pleased with everything, the house was cozy , and very clean, the view was great of the lake , very peaceful, overall we all had a great weekend. Would definitely stay again. "
United States
Christina S.
The price is ￥14,755
￥29,676 total
includes taxes & fees
Mar 3 - Mar 4
"A Wave from it All" unit 3, Apartment on the Lake
Outdoor dining

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until April 1- ask!

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until April 1- ask!
Geneva
10.0 out of 10, Exceptional, (371 reviews)
"The hosts were beyond great. The loft was clean and comfortable, and everything we needed was there. We got hit with a big snowstorm (17 inches overnight), and luckily they were offering, BOGO night, which was honestly amazing. They also helped dig my car out the next day and even mailed me a water bottle I left behind. Just genuinely good people and a great place to stay. There is also a bar in walking distance, which is very convenient. "
United States
Jessilyn
The price is ￥12,590
￥18,047 total
includes taxes & fees
Mar 1 - Mar 2
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until April 1- ask!
Outdoor dining

The Farm at Grand River

The Farm at Grand River
Thompson
8.0 out of 10, Very Good, (4 reviews)
"Excellent spot to camp, very peaceful. We would definitely revisit if we are in the area again. Property manager(s) were very friendly and accommodating."
United States
Elizabeth W.
The price is ￥4,677
￥7,795 total
includes taxes & fees
Feb 27 - Feb 28
The Farm at Grand River
Exterior

Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (94 reviews)
"My stay here was wonderful! James and Anna were very welcoming and such a clean place when arriving! I love this area as I grew up here and was close to many destinations I had planned. I will definitely be returning again."
United States
Sarah S.
The price is ￥24,166
￥34,924 total
includes taxes & fees
Mar 15 - Mar 16
Little house on the farm
Property grounds

GOTL Strip - Private Beach Access - Sunset Vacation Rentals

GOTL Strip - Private Beach Access - Sunset Vacation Rentals
Geneva
9.0 out of 10, Wonderful, (24 reviews)
"Love this place! It's our 3rd time staying there. Close to the strip it's the perfect location!!"
United States
Deb P.
The price is ￥16,994
￥32,385 total
includes taxes & fees
Mar 1 - Mar 2
GOTL Strip - Private Beach Access - Sunset Vacation Rentals
Smart TV

GOTL Hideaway Hut- Sunset Vacation Rentals

GOTL Hideaway Hut- Sunset Vacation Rentals
Geneva
9.6 out of 10, Exceptional, (63 reviews)
"Great place in prime location. Would stay again!"
United States
Jake F.
The price is ￥16,994
￥36,034 total
includes taxes & fees
Mar 1 - Mar 2
GOTL Hideaway Hut- Sunset Vacation Rentals
Smart TV, fireplace

Peaceful 3BR Cabin Retreat w/Hot Tub-Near Wineries, Geneva-on-the-Lake & Spire

Peaceful 3BR Cabin Retreat w/Hot Tub-Near Wineries, Geneva-on-the-Lake & Spire
Geneva
10.0 out of 10, Exceptional, (13 reviews)
"Was a great stay!"
United States
James S.
The price is ￥35,132
￥58,085 total
includes taxes & fees
Mar 1 - Mar 2
Peaceful 3BR Cabin Retreat w/Hot Tub-Near Wineries, Geneva-on-the-Lake & Spire
Private kitchen

Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful experience! The bed was very comfortable and the space was beautiful and clean. We enjoyed how quiet the area was and it was perfect for our weekend getaway. We will absolutely be staying here the next time we are out this way!"
United States
Ashley
The price is ￥14,032
￥29,436 total
includes taxes & fees
Feb 27 - Feb 28
Peaceful private apartment in the charming Hiram countryside
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.
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Top Windsor Hotel Reviews

The Lodge at Geneva

The Lodge at Geneva

10/10 Excellent
"Location and water view were excellent. Rooms clean and roomy.."
Margaret 1-night trip
Posted 3 days ago
The Lodge at Geneva

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we have vacation rentals near top local attractions in Windsor, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Windsor?

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries: This vacation home rental outside of Windsor is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Pioneer Waterland & Dry Fun Park, or get outside and enjoy nature at Munson Township Park. Windsor Mills Covered Bridge and Huntsburg Town Hall are a couple of places you'll find in the larger area.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Windsor. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.