Winchester Cottages from CA $95

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Recommended hotels in Winchester

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

North Dundas

Sribharathan

CA $164 total

includes taxes & fees

Nov 25 - Nov 26

A motel with a parking lot and a sunset sky.

2. SureStay Hotel by Best Western Kemptville

North Grenville

mark

CA $150 total

includes taxes & fees

Nov 8 - Nov 9

A traditional Tudor-style building with a steeply pitched roof, dormer windows, and a symmetrical facade.

3. McIntosh Country Inn & Conference Centre in Canada

South Dundas

Timjoe

CA $202 total

includes taxes & fees

Nov 25 - Nov 26

A two-story house with a driveway leading to a garage.

4. Cedar Drive Inn

North Stormont

Natalia

CA $148 total

includes taxes & fees

Nov 8 - Nov 9

A Hard Rock Hotel with a modern facade, large windows, and a prominent sign.

5. Hard Rock Hotel & Casino Ottawa

Gloucester

Ray

CA $243 total

includes taxes & fees

Nov 15 - Nov 16

A stone building with a sign for 'Aphroditi Escape Spa & Salon' and 'Kemptville Suites'.

6. Arrow Properties

North Grenville

catherine

CA $274 total

includes taxes & fees

Nov 18 - Nov 19

An outdoor patio with wicker furniture, a lantern, and a wooden deck.

7. Cozy Country Bungalow

Mountain

Marko I.

CA $233 total

includes taxes & fees

Nov 8 - Nov 9

A K's Country Inn with outdoor seating and a wooden deck.

8. KC's Country Inn

Russell

Hasmik

CA $107 total

includes taxes & fees

Nov 29 - Nov 30

A modern two-story house with stone facade, a front porch, and a black garage door.

9. ✨ Elegant Country Retreat Near Ottawa | 10–15 Min to Calypso | parking and Wifi

Embrun

Anonymous traveller

CA $259 total

includes taxes & fees

Nov 17 - Nov 18

A stone building with a sign for Linden Leaf Restaurant and Gasthaus Inn, surrounded by greenery.

10. Linden Leaf Gasthaus Inn Apartment Pet friendly Country walks, just off hwy 416

Oxford Station

Cathy

CA $146 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with two sofas, a coffee table, and a dining area with chairs and a glass table.

11. The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

Limoges

Mayssoun A.

CA $246 total

includes taxes & fees

Nov 14 - Nov 15

A spacious living area with a dining table, chairs, a sofa, a TV, and a potted plant.

12. Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun

Embrun

CA $289 total

includes taxes & fees

Nov 30 - Dec 1

A two-story modern house with a covered patio, a small deck, and a well-maintained lawn.

13. Beautifully appointed Island Chalet close to multiple attractions and activities

South Stormont

CA $547 total

includes taxes & fees

Nov 8 - Nov 9

View all properties

Top reviews in Winchester

Terrace Green Bed & Breakfast

North Dundas

10/10 Excellent

Sribharathan

Arrow Properties

North Grenville

10/10 Excellent

Michael

McIntosh Country Inn & Conference Centre in Canada

South Dundas

10/10 Excellent

We stopped here after visiting Upper Canada Village. We were on our way home from Ottawa. The hotel was the best looking in the town. It was quite large and had a lovely dining room. There was a bar as well. The room was clean and the beds were comfortable. The bathroom was a little small l but have been smaller ones so it was okay. The staff that we had contact with were friendly and helpful. We had to go down to the first floor and there wasn't and elevator but there were only a few...

Deanna

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Search Winchester Cottage Rentals from CA $95

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Recommended hotels in Winchester

1. Terrace Green Bed & Breakfast

2. SureStay Hotel by Best Western Kemptville

3. McIntosh Country Inn & Conference Centre in Canada

4. Cedar Drive Inn

5. Hard Rock Hotel & Casino Ottawa

6. Arrow Properties

7. Cozy Country Bungalow

8. KC's Country Inn

9. ✨ Elegant Country Retreat Near Ottawa | 10–15 Min to Calypso | parking and Wifi

10. Linden Leaf Gasthaus Inn Apartment Pet friendly Country walks, just off hwy 416

11. The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

12. Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun

13. Beautifully appointed Island Chalet close to multiple attractions and activities

Top reviews in Winchester

Terrace Green Bed & Breakfast

10/10 Excellent

Frequently Asked Questions

Why book your cottage in Winchester with Expedia?

How can I find cheap cottages in Winchester?

Explore a world of travel with Expedia