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Cherry Valley Vacation Rentals

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Our top choices for Cherry Valley vacation rentals

1. Lakecroft

Lakecroft
2.0 star property
Prince Edward
8.4 out of 10, Very good, (33 reviews)
"Lovely suite, perfect for a couples getaway in the county. Bloomfield, Picton, Sandbanks are short drive away."
Canada
Rod
The price is CA $335
CA $393 total
includes taxes & fees
Sep 10 - Sep 11
Lakecroft

2. The Fern - 18 Hollow

The Fern - 18 Hollow
Prince Edward
The price is CA $459
CA $912 total
includes taxes & fees
Sep 19 - Sep 20
The Fern - 18 Hollow

3. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (65 reviews)
"Super clean, beautiful, everything was great felt very much at home would recommend to anyone"
Canada
Summer
The price is CA $236
CA $327 total
includes taxes & fees
Oct 1 - Oct 2
The Birch

4. LAZY DAYZ - Stunning Sunsets • Private Apartment • No Cleaning Fee!

LAZY DAYZ - Stunning Sunsets • Private Apartment • No Cleaning Fee!
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 - Stunning Sunsets • Private Apartment • No Cleaning Fee!

5. Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
Prince Edward
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay and walkable to downtown for dinner and drinks. Would stay again."
Canada
Jeremy P.
The price is CA $200
CA $543 total
includes taxes & fees
Sep 13 - Sep 14
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

6. Couple`s Romantic PEC Getaway

Couple`s Romantic PEC Getaway
Prince Edward
9.6 out of 10, Exceptional, (8 reviews)
"Cute little place, well appointed and was perfect for our stay in the area while we did some birding and went to a few wineries. Our host was very friendly and communicated with us promptly. We enjoyed our stay and would go back if we are ever in the area. "
Canada
Carolyn B.
The price is CA $149
CA $275 total
includes taxes & fees
Sep 8 - Sep 9
Couple`s Romantic PEC Getaway

7. 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 $302
CA $724 total
includes taxes & fees
Sep 3 - Sep 4
Downtown Picton, 3 bedroom.

8. Cozy House | Walk to Picton Main |Pet-friendly

Cozy House | Walk to Picton Main |Pet-friendly
Picton
10.0 out of 10, Exceptional, (17 reviews)
"Very well appointed property. It’s not mentioned very often in reviews, but the beds were very comfortable. Communication was excellent."
United States
Greg F.
The price is CA $324
CA $653 total
includes taxes & fees
Sep 20 - Sep 21
Cozy House | Walk to Picton Main |Pet-friendly

9. Family friendly duplex

Family friendly duplex
Prince Edward
8.0 out of 10, Very good, (1 review)
"Good location, easy to access with ample parking. Rooms were clean. Space is small and could use a bit of maintenance but served our purpose as a place to crash close to Picton for one night."
United States
Amanda S.
The price is CA $203
CA $423 total
includes taxes & fees
Sep 3 - Sep 4
Family friendly duplex

10. Westlake Milford Cottage

Westlake Milford Cottage
Prince Edward
9.0 out of 10, Wonderful, (6 reviews)
"Cottage was exactly as expected, clean with everything we needed to be comfy. Location is great close to good eating and local attractions. "
Canada
Shena C.
The price is CA $149
CA $275 total
includes taxes & fees
Sep 20 - Sep 21
Westlake Milford Cottage

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

Central Picton, Games Room and steps from town!
Prince Edward
9.4 out of 10, Exceptional, (10 reviews)
"Great location, beautiful and clean home with lots of amenities. Perfect place to stay if you’re looking to explore prince edward county. Beach pass was very helpful."
Canada
Zouhal
The price is CA $294
CA $752 total
includes taxes & fees
Sep 3 - Sep 4
Central Picton, Games Room and steps from town!

12. Cute & Cozy, Downtown Wellington

Cute & Cozy, Downtown Wellington
Prince Edward
9.4 out of 10, Exceptional, (6 reviews)
"Great location, quiet, nice conditions, host emails information. We had a good stay."
Canada
David
The price is CA $129
CA $322 total
includes taxes & fees
Sep 8 - Sep 9
Cute & Cozy, Downtown Wellington

13. 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)
"Home was clean and easily fit 4 friends. Lots of parking and had necessary amenities! Good location for access to Picton and other towns in PEC."
United States
Deanna S.
The price is CA $302
CA $731 total
includes taxes & fees
Sep 7 - Sep 8
Central Picton Apartment, Sleeps 8; The Iron Horse

14. 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, (17 reviews)
"Great location, lovely space, Host was quick to reply to our questions. Would stay again :)"
Canada
Angele M.
The price is CA $323
CA $660 total
includes taxes & fees
Sep 3 - Sep 4
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

15. Family Friendly in Picton, PEC!

Family Friendly in Picton, PEC!
Prince Edward
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend stay overall. The place was clean, comfortable, and had everything we needed. Check-in was easy, the location worked well for us, and the space was exactly what we needed for a relaxing weekend away. We had a good experience and would recommend it to others."
United States
Brian E.
The price is CA $305
CA $766 total
includes taxes & fees
Sep 3 - Sep 4
Family Friendly in Picton, PEC!

16. Westlake Cottages The Rosehall PEC Waterfront Stay

Westlake Cottages The Rosehall PEC Waterfront Stay
Prince Edward
8.8 out of 10, Excellent, (3 reviews)
"The cottage was perfect, comfortable and clean. I would definitely stay again."
United States
Jana R.
The price is CA $181
CA $353 total
includes taxes & fees
Sep 7 - Sep 8
Westlake Cottages The Rosehall PEC Waterfront Stay

17. PEC Waterview Getaway

PEC Waterview Getaway
Bloomfield
9.8 out of 10, Exceptional, (9 reviews)
"Very spacious, clean comfortable beds and furniture. Great option for a large family stay."
Canada
sarah c.
The price is CA $253
CA $594 total
includes taxes & fees
Sep 3 - Sep 4
PEC Waterview Getaway

18. Downtown Picton Retreat |Near Sandbanks & Wineries

Downtown Picton Retreat |Near Sandbanks & Wineries
Prince Edward
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic stay! The house is very charming and perfectly located. "
Canada
Marie Catherine B.
The price is CA $316
CA $576 total
includes taxes & fees
Sep 17 - Sep 18
Downtown Picton Retreat |Near Sandbanks & Wineries

19. Relax in Style & Comfort in South Bay, PEC

Relax in Style & Comfort in South Bay, PEC
Prince Edward
8.6 out of 10, Excellent, (4 reviews)
"Clean, pet friendly, safe."
United States
Adam M.
The price is CA $269
CA $543 total
includes taxes & fees
Sep 13 - Sep 14
Relax in Style & Comfort in South Bay, PEC

20. LAKEFRONT COTTAGE #6 -Close to Sandbanks - LAKE CONSECON RESORT

LAKEFRONT COTTAGE #6 -Close to Sandbanks - LAKE CONSECON RESORT
Prince Edward
9.2 out of 10, Wonderful, (7 reviews)
"Great location, very helpful site manager."
United States
Brian L.
The price is CA $135
CA $298 total
includes taxes & fees
Sep 3 - Sep 4
LAKEFRONT COTTAGE #6 -Close to Sandbanks - LAKE CONSECON RESORT
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 Cherry Valley Hotel Reviews

Find out more about Cherry Valley

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 Cherry Valley. 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 vacation rentals in Cherry Valley?

Yes, there are vacation rentals close to top attractions in Cherry Valley, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Cherry Valley?

The Birch: This vacation home near Cherry Valley offers a private yard, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and kitchenware can make your vacation run smoothly. Our travelers also rate Sandbanks Cottage Resort Villa In Beautiful Prince Edward County as a favorite home for rent in Cherry Valley.

How many vacation rentals are there in Cherry Valley?

Expedia has 82 vacation rentals for your stay in Cherry Valley.

What can I see and do in Cherry Valley?

While exploring the area, visit family-friendly sights like Caddy Shack Mini Golf, or get outside and enjoy nature at East Lake. In the larger area, you’ll find Sandbanks Provincial Park and Picton Harbour.

What are vacation rentals like in Cherry Valley?

Vacation rentals are private accommodations you can book for a short or long stay in Cherry Valley. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.