Hot Windsor Cottage Rates

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Featured Cottages in Windsor

The Hideaway- Lake view Cottage In Wine Country

The Hideaway- Lake view Cottage In Wine Country

Essex
With a stay at this cottage in Town of Essex (Essex), you'll be steps from Lake Erie and 11 minutes by foot from Serenity Lavender Farm.
The Hideaway- Lake view Cottage In Wine Country
Lakefront 2 Bedroom Cottage For Rent

Lakefront 2 Bedroom Cottage For Rent

Colchester
With a stay at this cottage in Town of Essex (Essex), you'll be steps from Lake Erie and 10 minutes by foot from Serenity Lavender Farm.
Lakefront 2 Bedroom Cottage For Rent
Pelican Place ❤️ WALK EVERYWHERE 
Your home away from home, quiet, serene, clean

Pelican Place ❤️ WALK EVERYWHERE Your home away from home, quiet, serene, clean

Kingsville
The price is AU$329 per night from 3 Jan to 4 Jan
AU$329
includes taxes & fees
3 Jan - 4 Jan 2025
When you stay at this cottage in Kingsville, you'll be on a lake, within a 10-minute walk of Lake Erie and Lakeside Park Walking Paths Trailhead.
Pelican Place ❤️ WALK EVERYWHERE Your home away from home, quiet, serene, clean
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MILL Creek COTTAGE - Luxury defined...

MILL Creek COTTAGE - Luxury defined...

Kingsville
With a stay at this cottage in Kingsville, you'll be within a 10-minute walk of Lake Erie and Lakeside Park Walking Paths Trailhead.
MILL Creek COTTAGE - Luxury defined...
Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!

Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!

Kingsville
When you stay at this cottage in Kingsville, you'll be on the waterfront, just steps from Lake Erie and 5 minutes by foot from Cedar Island Beach.
Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!
This beautiful, clean cottage is a 4 minute walk to the beach and playground.

This beautiful, clean cottage is a 4 minute walk to the beach and playground.

Harrow
With a stay at this cottage in Town of Essex (Essex), you'll be steps from Lake Erie and Colchester Beach.
This beautiful, clean cottage is a 4 minute walk to the beach and playground.
Drifted Inn - Riverfront Cabin

Drifted Inn - Riverfront Cabin

Amherstburg
With a stay at this cottage in Amherstburg, you'll be on the beach, within a 10-minute drive of Lake Erie and White Sands.
Drifted Inn - Riverfront Cabin
Lake front escape  -  a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

Town of Essex
With a stay at this cottage in Town of Essex (Essex), you'll be steps from Lake Erie and Colchester Beach.
Lake front escape - a quiet lake front cottage with easy access to the beach
Fantastic Lake View! Quiet, Clean w/Deck, BBQ & Fire pit* Walk to 3 Wineries

Fantastic Lake View! Quiet, Clean w/Deck, BBQ & Fire pit* Walk to 3 Wineries

Harrow (Town of Essex)
With a stay at this cottage in Town of Essex (Essex), you'll be steps from Lake Erie and 9 minutes by foot from North 42 Degrees Estate Winery.
Fantastic Lake View! Quiet, Clean w/Deck, BBQ & Fire pit* Walk to 3 Wineries
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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.

Windsor Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Windsor will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Windsor definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Windsor, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Windsor Cottages essential information

Accommodation
36 Cottages
Lowest Price
AU$157
Highest Price
AU$329
Popular accommodation
The Hideaway- Lake view Cottage In Wine Country , Lakefront 2 Bedroom Cottage For Rent, Pelican Place ❤️ WALK EVERYWHERE Your home away from home, quiet, serene, clean, MILL Creek COTTAGE - Luxury defined..., Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!, This beautiful, clean cottage is a 4 minute walk to the beach and playground. , Drifted Inn - Riverfront Cabin, Lake front escape - a quiet lake front cottage with easy access to the beach, Fantastic Lake View! Quiet, Clean w/Deck, BBQ & Fire pit* Walk to 3 Wineries

Top trending hotels in Windsor

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is AU$227 per night from 23 Dec to 24 Dec
AU$227
includes taxes & fees
23 Dec - 24 Dec
A stay at Caesars Windsor places you in the heart of Windsor, steps from The Colosseum and a 4-minute drive from GM Renaissance Center.
Caesars Windsor
Holiday Inn Express Windsor Waterfront, an IHG Hotel

Holiday Inn Express Windsor Waterfront, an IHG Hotel

2.5 out of 5
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is AU$187 per night from 5 Jan to 6 Jan
AU$187
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Holiday Inn Express Windsor Waterfront, an IHG Hotel places you in the heart of Windsor, within a 15-minute walk of Caesars Casino and Detroit Windsor ...
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 26 Dec to 27 Dec
AU$157
includes taxes & fees
26 Dec - 27 Dec
With a stay at Comfort Inn & Suites Ambassador Bridge in Windsor (South Cameron), you'll be within a 10-minute drive of Detroit Windsor Tunnel and Caesars ...
Comfort Inn & Suites Ambassador Bridge
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Stonecroft Inn

Stonecroft Inn

3 out of 5
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 23 Dec to 24 Dec
AU$190
includes taxes & fees
23 Dec - 24 Dec
Located in Windsor (South Windsor), Stonecroft Inn is within a 5-minute drive of Devonshire Mall and St. Clair College.
Stonecroft Inn
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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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^Subject to availability and chosen travel dates.