Default HTG hotel image

Search Winchester Cottage Rentals from CA $123

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winchester cottages

A white house with a porch, surrounded by a well-maintained lawn and a stone pathway leading to the entrance.

1. Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
3.0 star property
North Dundas
9.6 out of 10, Exceptional, (135 reviews)
"Had a great stay!"
Canada
Sribharathan
The price is CA $145
CA $164 total
includes taxes & fees
Oct 25 - Oct 26
Terrace Green Bed & Breakfast
A motel with a parking lot and a sunset sky.

2. SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville
2.5 star property
North Grenville
8.0 out of 10, Very good, (623 reviews)
"Staff was very friendly, Rooms were very clean and comfortable"
Canada
mark
The price is CA $152
CA $171 total
includes taxes & fees
Oct 25 - Oct 26
SureStay Hotel by Best Western Kemptville
A traditional Tudor-style building with a steeply pitched roof, dormer windows, and a symmetrical facade.

3. McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada
3.5 star property
South Dundas
8.4 out of 10, Very good, (548 reviews)
"Front desk staff was amazing and room was cozy and clean! Will definitely be going back 😊"
Canada
Maxime
The price is CA $179
CA $202 total
includes taxes & fees
Nov 6 - Nov 7
McIntosh Country Inn & Conference Centre in Canada
A two-story house with a driveway leading to a garage.

4. Cedar Drive Inn

Cedar Drive Inn
3.0 star property
North Stormont
9.2 out of 10, Wonderful, (119 reviews)
"What a lovely spot! We highly recommend."
Canada
Norma
The price is CA $130
CA $147 total
includes taxes & fees
Oct 25 - Oct 26
Cedar Drive Inn
A stone building with a sign for 'Aphroditi Escape Spa & Salon' and 'Kemptville Suites'.

5. Arrow Properties

Arrow Properties
4.0 star property
North Grenville
9.6 out of 10, Exceptional, (335 reviews)
"Amazing hotel! 5/5"
Canada
Jason
The price is CA $242
CA $274 total
includes taxes & fees
Oct 27 - Oct 28
Arrow Properties
A Hard Rock Hotel with a modern facade, large windows, and a prominent sign.

6. Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa
4.5 star property
Gloucester
9.2 out of 10, Wonderful, (702 reviews)
"Beautiful hotel"
Canada
Ray
The price is CA $215
CA $258 total
includes taxes & fees
Nov 2 - Nov 3
Hard Rock Hotel & Casino Ottawa
A K's Country Inn with outdoor seating and a wooden deck.

7. KC's Country Inn

KC's Country Inn
2.5 star property
Russell
7.4 out of 10, Good, (371 reviews)
"Really good motel. Thank you will come back."
Canada
Hasmik
The price is CA $109
CA $123 total
includes taxes & fees
Nov 1 - Nov 2
KC's Country Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

10/10 Excellent
"."
Brian 1-night trip
Posted 16 hours ago
SureStay Hotel by Best Western Kemptville

Find out more about Winchester

Winchester Cottages information

Number of reviews
1,641
Accommodation
2 Cottages
Lowest Price
CA $123
Highest Price
CA $274

Frequently asked questions

Why book your cottage in Winchester with Expedia?
Expedia has some great cottages in Winchester, so get ready for an unforgettable stay on nature's doorstep. If you're on a budget, select how much you're willing to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect place whatever your bank balance or plans.
How can I find cheap cottages in Winchester?
With Expedia's filter tool, booking cheap cottages in Winchester couldn't be simpler. To discover accommodations that'll make your wallet smile, narrow down your search by budget, amenities and star rating.

Explore a world of travel with Expedia