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Cressy Vacation Rentals

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Our top choices for Cressy vacation rentals

1. Cozy 2BR Retreat – Walk to Downtown & University!

Cozy 2BR Retreat – Walk to Downtown & University!
Sunnyside
10.0 out of 10, Exceptional, (2 reviews)
"The host was very c proactive in his communication! Place exactly as described and met the requirements we needed! Thanks"
United States
Marika M.
Cozy 2BR Retreat – Walk to Downtown & University!

2. The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
Prince Edward
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful view of the bay, well stocked kitchen, very enjoyable stay"
Canada
Patricia M.
The price is CA $495
CA $970 total
includes taxes & fees
Sep 4 - Sep 5
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

3. Cozy Cottage with all the amenities on Lake Ontario

Cozy Cottage with all the amenities on Lake Ontario
Bath
10.0 out of 10, Exceptional, (5 reviews)
"Freshly remodeled, great views. We enjoyed our stay."
United States
Shaun R.
The price is CA $300
CA $437 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Cottage with all the amenities on Lake Ontario

4. LAZY DAYZ Sunset Views

LAZY DAYZ Sunset Views
Prince Edward
10.0 out of 10, Exceptional, (46 reviews)
"Very clean, quiet and convenience, within 10 minutes drive to downtown, groceries and LCBO. Great vacation property"
Canada
Wai Hung Paul
The price is CA $180
CA $245 total
includes taxes & fees
Sep 20 - Sep 21
LAZY DAYZ Sunset Views

5. The Cove | Lake on the Mountain | 2 Bedrooms

The Cove | Lake on the Mountain | 2 Bedrooms
Prince Edward
The Cove | Lake on the Mountain | 2 Bedrooms

6. Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.
Prince Edward
9.8 out of 10, Exceptional, (28 reviews)
"Great location, lovely home and very clean. We all loved it!"
Canada
Anthony
The price is CA $313
CA $739 total
includes taxes & fees
Aug 31 - Sep 1
Downtown Picton, 3 bedroom.

7. Tiny Home Stay Near Wine County, Bay View & Access

Tiny Home Stay Near Wine County, Bay View & Access
Hastings County
10.0 out of 10, Exceptional, (3 reviews)
"The property was exactly as advertised."
United States
Nick G.
The price is CA $249
CA $417 total
includes taxes & fees
Aug 27 - Aug 28
Tiny Home Stay Near Wine County, Bay View & Access

8. Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC

Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC
Greater Napanee
8.2 out of 10, Very good, (12 reviews)
"Group of seven had a fantastic time.great kitchen cooked dinner and a large breakfast. Wish we couldhave stayed longer. Barb Baker B elfast Ireland"
Canada
Barb
The price is CA $232
CA $438 total
includes taxes & fees
Sep 2 - Sep 3
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC

9. Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
Prince Edward
10.0 out of 10, Exceptional, (16 reviews)
"Great location, lovely space, Host was quick to reply to our questions. Would stay again :)"
Canada
Angele M.
The price is CA $422
CA $787 total
includes taxes & fees
Aug 30 - Aug 31
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

10. Lakecroft

Lakecroft
2.0 star property
Prince Edward
8.4 out of 10, Very good, (32 reviews)
"Lovely suite, perfect for a couples getaway in the county. Bloomfield, Picton, Sandbanks are short drive away."
Canada
Rod
The price is CA $376
CA $442 total
includes taxes & fees
Sep 13 - Sep 14
Lakecroft

11. Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario

Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario
deseronto
The price is CA $367
CA $473 total
includes taxes & fees
Aug 27 - Aug 28
Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario

12. Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo

Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo
deseronto
The price is CA $367
CA $473 total
includes taxes & fees
Aug 27 - Aug 28
Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo

13. 1971 Vintage Modern Airstream with Cowboy Tub

1971 Vintage Modern Airstream with Cowboy Tub
deseronto
The price is CA $329
CA $421 total
includes taxes & fees
Aug 27 - Aug 28
1971 Vintage Modern Airstream with Cowboy Tub

14. Tiny Home Near Wine Country with Stargazing Loft

Tiny Home Near Wine Country with Stargazing Loft
Hastings County
10.0 out of 10, Exceptional, (2 reviews)
"Our host was fabulous, all the little extras made our stay so enjoyable. "
Canada
Laurie
The price is CA $249
CA $417 total
includes taxes & fees
Aug 27 - Aug 28
Tiny Home Near Wine Country with Stargazing Loft

15. Central Picton, Games Room and steps from town!

Central Picton, Games Room and steps from town!
Prince Edward
9.4 out of 10, Exceptional, (9 reviews)
"Great location, excellent for our dog, perfect family retreat."
Canada
Sonya d.
The price is CA $294
CA $752 total
includes taxes & fees
Aug 30 - Aug 31
Central Picton, Games Room and steps from town!

16. 1971 Vintage Modern Airstream w/ Cowboy Tub near PEC

1971 Vintage Modern Airstream w/ Cowboy Tub near PEC
Hastings County
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our three nights of glamping! We had our meals on the deck and enjoyed the outdoor fireplace. We spent one day on the beach at Sandbanks (35 minutes) and one day exploring Prince Edward County with winery visits and lunch at a micro-brewery. The Airstream is well equipped. The coffee maker is a French press, so you don't need filters; there is a cannister of coffee, sugar, and coffee creamer. The campground is quiet -- we slept with windows open."
Canada
Bruce B.
The price is CA $224
CA $373 total
includes taxes & fees
Aug 27 - Aug 28
1971 Vintage Modern Airstream w/ Cowboy Tub near PEC

17. Cozy Queen Room Near Hospital | Quiet & Clean Home

Cozy Queen Room Near Hospital | Quiet & Clean Home
Napanee
The price is CA $80
CA $145 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Queen Room Near Hospital | Quiet & Clean Home

18. 2 Private Rooms in Quiet & Clean Home | Sleeps 3

2 Private Rooms in Quiet & Clean Home | Sleeps 3
Napanee
The price is CA $149
CA $199 total
includes taxes & fees
Aug 28 - Aug 29
2 Private Rooms in Quiet & Clean Home | Sleeps 3

19. Central Picton Apartment, Sleeps 8; The Iron Horse

Central Picton Apartment, Sleeps 8; The Iron Horse
Prince Edward
10.0 out of 10, Exceptional, (5 reviews)
"Great communication, close to everything and very clean and comfortable"
United States
Susan S.
The price is CA $292
CA $721 total
includes taxes & fees
Aug 30 - Aug 31
Central Picton Apartment, Sleeps 8; The Iron Horse

20. RV Glamping w/ Cowboy Tub, Lawn Games & Firepit

RV Glamping w/ Cowboy Tub, Lawn Games & Firepit
Hastings County
9.0 out of 10, Wonderful, (4 reviews)
"This place is a fantastic little spot! We would love to come back!"
United States
Lindsay A.
The price is CA $474
CA $692 total
includes taxes & fees
Aug 30 - Aug 31
RV Glamping w/ Cowboy Tub, Lawn Games & Firepit
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 Cressy Hotel Reviews

Find out more about Cressy

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cressy. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Cressy?

Yes, we have vacation rentals close to well known sights in Cressy, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Cressy has to offer?

Great Blue Resorts - Cherry Beach Resort: This vacation home rental outside Cressy offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, an oven, and a microwave.

How many vacation rentals are there in Cressy?

Expedia has 9 vacation rentals for your stay in Cressy.

What can I see and do in Cressy?

While exploring the area, visit family-friendly sights like Strathcona Paper Centre, or get outside and enjoy nature at Lake Ontario. County Cider Company and Waupoos Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Cressy?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Cressy. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.