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Cherry Valley Holiday Rentals

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Our top choices for Cherry Valley holiday rentals

1. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (273 reviews)
"Cribs on the Hill was in a nice quiet location a 10 minute walk from downtown Picton. The king size bed in the primary bedroom was very comfortable. Also loved having an ensuite bathroom in the primary bedroom. Great for couples and families. Well equipped kitchen and BBQ access"
Canada
Lea
The price is NZ$281
includes taxes & fees
23 Sept - 24 Sept
Cribs On The Hill

2. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (70 reviews)
"Great little cabin!"
Canada
Boris
The price is NZ$374
includes taxes & fees
22 Sept - 23 Sept
The Birch

3. Cozy Couple`s Getaway in PEC

Cozy Couple`s Getaway in PEC
Prince Edward
9.4 out of 10, Exceptional, (6 reviews)
"Nice quiet location"
Canada
Neil
The price is NZ$294
includes taxes & fees
30 Sept - 1 Oct
Cozy Couple`s Getaway in PEC

4. The Picton Beautiful Couple`s Getaway

The Picton Beautiful Couple`s Getaway
Prince Edward
9.0 out of 10, Wonderful, (6 reviews)
"Yes I really like this place"
Canada
Shalani
The price is NZ$294
includes taxes & fees
23 Sept - 24 Sept
The Picton Beautiful Couple`s Getaway

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 NZ$577
includes taxes & fees
23 Sept - 24 Sept
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

6. Downtown Picton 2 Bedroom Professionally Designed Suite

Downtown Picton 2 Bedroom Professionally Designed Suite
Prince Edward
9.6 out of 10, Exceptional, (12 reviews)
"Our stay here was easy and very comfortable. Beautiful place."
United States
Jordana P.
The price is NZ$570
includes taxes & fees
19 Oct - 20 Oct
Downtown Picton 2 Bedroom Professionally Designed Suite

7. LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street

LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street
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 NZ$293
includes taxes & fees
27 Sept - 28 Sept
LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street

8. 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 NZ$851
includes taxes & fees
23 Sept - 24 Sept
Downtown Picton, 3 bedroom.

9. 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 NZ$755
includes taxes & fees
22 Sept - 23 Sept
Family Friendly in Picton, PEC!

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

Central Picton Apartment, Sleeps 8; The Iron Horse
Prince Edward
9.8 out of 10, Exceptional, (6 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 NZ$853
includes taxes & fees
27 Sept - 28 Sept
Central Picton Apartment, Sleeps 8; The Iron Horse

11. 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 NZ$693
includes taxes & fees
22 Sept - 23 Sept
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

12. Downtown Wellington Apartment-Bloomfield Unit

Downtown Wellington Apartment-Bloomfield Unit
Prince Edward
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful stay, beautiful apartment! "
Canada
Shannon B.
The price is NZ$370
includes taxes & fees
22 Sept - 23 Sept
Downtown Wellington Apartment-Bloomfield Unit

13. 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.
Family friendly duplex

14. 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 NZ$446
includes taxes & fees
22 Sept - 23 Sept
Westlake Cottages The Rosehall PEC Waterfront Stay

15. 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 NZ$664
includes taxes & fees
22 Sept - 23 Sept
PEC Waterview Getaway

16. Westlake Couple`s Cottage

Westlake Couple`s Cottage
Prince Edward
8.4 out of 10, Very good, (5 reviews)
"Very clean and well kept, but very small space for two people. Need more electrical outlets."
Canada
Peggy
The price is NZ$294
includes taxes & fees
27 Sept - 28 Sept
Westlake Couple`s Cottage

17. Grapevine Cottage at The Birch

Grapevine Cottage at The Birch
Prince Edward
9.6 out of 10, Exceptional, (4 reviews)
"It was very nice to stay in this resort we like to come back"
United States
Don H.
The price is NZ$443
includes taxes & fees
22 Sept - 23 Sept
Grapevine Cottage at The Birch

18. 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, excellent for our dog, perfect family retreat."
Canada
Sonya d.
The price is NZ$937
includes taxes & fees
30 Sept - 1 Oct
Central Picton, Games Room and steps from town!

19. Downtown Picton Retreat |Near Sandbanks & Wineries

Downtown Picton Retreat |Near Sandbanks & Wineries
Prince Edward
10.0 out of 10, Exceptional, (17 reviews)
"We very much enjoyed our visit. The house was clean, comfortable and very well equipped. Easy walk to downtown."
United States
Jim S.
The price is NZ$673
includes taxes & fees
6 Oct - 7 Oct
Downtown Picton Retreat |Near Sandbanks & Wineries

20. Steps to Lake on the Mountain, 10Minutes to Picton

Steps to Lake on the Mountain, 10Minutes to Picton
Prince Edward
6.0 out of 10, (2 reviews)
"The property is adequate. My primary grievance is the difficulty in corresponding with Ashley Cameron the owner of the property. She did not answer my request for how long it would take to receive back my security deposit (nor was said security deposit mentioned in 2 page contract) and it was only after I contacted VRBO that I got the money back minus the GST. The lack of response was frustrating and time consuming."
Canada
Dawn D.
The price is NZ$399
includes taxes & fees
27 Sept - 28 Sept
Steps to Lake on the Mountain, 10Minutes to Picton
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cherry Valley holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cherry Valley. 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 Cherry Valley. 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 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 holiday 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 Cherry Valley short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Cherry Valley?

Yes, there are holiday rentals close to the most popular sights in Cherry Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cherry Valley has to offer?

The Birch: This holiday home rental outside of Cherry Valley offers a private garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a microwave and kitchenware can make your holiday run smoothly. Our travellers also rate Sandbanks Cottage Resort Villa In Beautiful Prince Edward County as a favourite home for rent in Cherry Valley.

How many holiday rentals are there in Cherry Valley?

Expedia has 82 holiday 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 Prince Edward County Skateboard Park, or get outside and enjoy nature at East Lake. In the wider area, you’ll find Sandbanks Provincial Park and Regent Theatre.

What are holiday rentals like in Cherry Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cherry Valley. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.