Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

9.6 out of 10, Exceptional, (187)
"It was a convenient location to the strip and the parks. "
The price is €202
includes taxes & fees
13 Jul - 14 Jul
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

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

10.0 out of 10, Exceptional, (194)
"Very cozy."
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

9.4 out of 10, Exceptional, (310)
"enjoyed our stay"
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

9.4 out of 10, Exceptional, (243)
"Took a trip with family and friends for my birthday. Location was perfect. Best part of this location was that everyone was able to have their own room. "
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

Beach View Suite #8

2.0 star property
The price is €157
includes taxes & fees
21 Jul - 22 Jul
Beach View Suite #8

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

10.0 out of 10, Exceptional, (344)
"Clean, nice updated shower and quiet but quick trip to many bars and restaurants."
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

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

9.4 out of 10, Exceptional, (200)
"Very nice place to stay. Within walking distance to the golf course and the main street. Will definitely stay here again."
The price is €233
includes taxes & fees
29 Jul - 30 Jul
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

10.0 out of 10, Exceptional, (4)
"Nice quiet place to stay. The owners are very friendly. We will be returning "
The price is €181
includes taxes & fees
29 Jul - 30 Jul
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

The Cottage at GOTL

9.8 out of 10, Exceptional, (53)
"Great location for a quick get away! "
The price is €184
includes taxes & fees
22 Jul - 23 Jul
The Cottage at GOTL

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

9.0 out of 10, Wonderful, (87)
"The property was very clean and cozy. Location was good. Will return, perhaps summer months when the strip is more active"
The price is €309
includes taxes & fees
8 Aug - 9 Aug
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

Sun Retreats GOTL Cozy campground in lovely Geneva with AC, WiFi, fitness room

The price is €213
includes taxes & fees
22 Jul - 23 Jul
Sun Retreats GOTL Cozy campground in lovely Geneva with AC, WiFi, fitness room

Quaint cottage a short walk from the GTOL strip!

9.8 out of 10, Exceptional, (42)
"The stay was great. Cute little place. Very cozy and clean."
The price is €196
includes taxes & fees
21 Jul - 22 Jul
Quaint cottage a short walk from the GTOL strip!

Recently updated apartment in a Triplex unit #1 close to wineries and the lake.

9.8 out of 10, Exceptional, (27)
"Was a short stay and easy to find "
The price is €188
includes taxes & fees
31 Jul - 1 Aug
Recently updated apartment in a Triplex unit #1 close to wineries and the lake.

Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire

10.0 out of 10, Exceptional, (3)
"This house is in a great location with just about a 30 second walk to the strip. Clean house, great space for multiple couples and friendly host. **Highly recommended**"
The price is €254
includes taxes & fees
13 Jul - 14 Jul
Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire

Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly

9.8 out of 10, Exceptional, (62)
"The best I have ever stayed in."
The price is €233
includes taxes & fees
13 Jul - 14 Jul
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly

Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi

9.8 out of 10, Exceptional, (194)
"If you're looking for a great place to stay with a group of your friends or your family, this is a great location."
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi

No.1 Pinot Modern Cottage Heart of the Geneva Vineyards

2.0 star property
10.0 out of 10, Exceptional, (7)
"Check in check out so easy very clean very homey Super host"
The price is €371
includes taxes & fees
3 Aug - 4 Aug
No.1 Pinot Modern Cottage Heart of the Geneva Vineyards

Mid Century Guest House on Wooded Lot

10.0 out of 10, Exceptional, (47)
"We really like it was very clean and people was very friendly "
Mid Century Guest House on Wooded Lot

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

9.0 out of 10, Wonderful, (93)
"We like every thing "
New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable

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

9.6 out of 10, Exceptional, (241)
"Owners were great to communicate and very accommodating!"
The price is €233
includes taxes & fees
17 Jul - 18 Jul
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
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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Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor has to offer?

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries: This holiday home rental outside of Windsor is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Middlefield Cheese Chalet Shop, or get outside and enjoy nature at Punderson Lake. Windsor Mills Covered Bridge and Pioneer Waterland & Dry Fun Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.