A tulip field at sunset with a misty forest in the background.

Cherry Valley Holiday Rentals

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Check prices for these dates

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

Our top choices for Cherry Valley holiday rentals

A wooden deck with a table and chairs, a red umbrella, and a view of a grassy yard and trees.

1. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (282 reviews)
"excellent location with ample parking."
Canada
Edward
The price is AU$237
includes taxes & fees
21 Oct - 22 Oct
Cribs On The Hill
A modern kitchen with a built-in microwave, a kettle, and a sink with a faucet.

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

Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
Prince Edward
9.8 out of 10, Exceptional, (18 reviews)
"Great location, lovely space, Host was quick to reply to our questions. Would stay again :)"
Canada
Angele M.
The price is AU$462
includes taxes & fees
21 Oct - 22 Oct
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
A neatly made bed with a wooden headboard, white bedding, and two dark pillows.

3. Downtown Picton 2 Bedroom Professionally Designed Suite

Downtown Picton 2 Bedroom Professionally Designed Suite
Prince Edward
9.6 out of 10, Exceptional, (13 reviews)
"Our stay here was easy and very comfortable. Beautiful place."
United States
Jordana P.
The price is AU$433
includes taxes & fees
21 Oct - 22 Oct
Downtown Picton 2 Bedroom Professionally Designed Suite
A wooden dock extending into calm water with a small boat moored at the end.

4. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (74 reviews)
"We had a lovely stay at The Birch. The cabin was very cute and clean and the property was close to restaurants and shopping."
Canada
Linda
The price is AU$241
includes taxes & fees
1 Nov - 2 Nov
The Birch
A beach with waves, a sandy shore, and sparse vegetation.

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)
"Very clean, well equipped, attention paid to details. Would definitely come back"
United States
Harriett H.
The price is AU$453
includes taxes & fees
28 Oct - 29 Oct
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
A row of motel-style cabins with outdoor seating and barbecue grills.

6. 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 AU$262
includes taxes & fees
29 Oct - 30 Oct
The Picton Beautiful Couple`s Getaway
A living room with a staircase, a television mounted on the wall, and a red armchair.

7. 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 AU$736
includes taxes & fees
25 Oct - 26 Oct
Central Picton Apartment, Sleeps 8; The Iron Horse
A cozy room with a round table, a vase with dried pampas grass, a candle, and a magazine. A lamp and a cushion are on a sofa in the background.

8. Century Home centrally located in Prince Edward County (located in Bloomfield)

Century Home centrally located in Prince Edward County (located in Bloomfield)
Belleville
10.0 out of 10, Exceptional, (6 reviews)
"Such a cute place, even lovelier than the photos. Perfect location with easy walk to restaurants and millennial trail for bike riding. Host was so responsive and even left lovely treats and wine for us. Cozy private backyard with hottub that I don’t think is in photos but is great "
Canada
Laura G.
The price is AU$525
includes taxes & fees
21 Oct - 22 Oct
Century Home centrally located in Prince Edward County (located in Bloomfield)
Just a short drive away - wineries, breweries, distilleries, Base31 ,wedding venues, art galleries

9. Downtown Picton Retreat |Near Sandbanks & Wineries

Downtown Picton Retreat |Near Sandbanks & Wineries
Prince Edward
10.0 out of 10, Exceptional, (18 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 AU$463
includes taxes & fees
5 Nov - 6 Nov
Downtown Picton Retreat |Near Sandbanks & Wineries
Dining

10. Retro vibe w/ hot tub, piano lounge and vinyls

Retro vibe w/ hot tub, piano lounge and vinyls
Picton
9.8 out of 10, Exceptional, (8 reviews)
"Great house. Great location. Clean, well equipped and plenty of space. "
Canada
Jeremy R.
The price is AU$541
includes taxes & fees
28 Oct - 29 Oct
Retro vibe w/ hot tub, piano lounge and vinyls
A row of cabins with outdoor seating and a stone facade, located near a body of water.

11. Couple`s Romantic PEC Getaway

Couple`s Romantic PEC Getaway
Prince Edward
9.0 out of 10, Wonderful, (9 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 AU$251
includes taxes & fees
21 Oct - 22 Oct
Couple`s Romantic PEC Getaway
A spacious living room with a large grey sectional sofa, a smaller grey sofa, and a dining area with a table and chairs.

12. 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 AU$685
includes taxes & fees
2 Nov - 3 Nov
Downtown Picton, 3 bedroom.
A modern living room with a sectional sofa, a wooden coffee table, and a TV in the background.

13. Central PEC gem - Sleeps up to 6

Central PEC gem - Sleeps up to 6
Prince Edward
7.0 out of 10, Good, (2 reviews)
"This place sleeps 6, there was only three plates, no fry pan or toaster, and no heat when we got there. We called and someone showed up, but it took awhile to warm up the house."
Canada
DAN H.
The price is AU$637
includes taxes & fees
25 Oct - 26 Oct
Central PEC gem - Sleeps up to 6
A hallway with white columns, a black door with a stained glass window, and a wooden staircase.

14. 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 AU$816
includes taxes & fees
21 Oct - 22 Oct
Central Picton, Games Room and steps from town!
A dining area with a wooden table set for two, a potted plant, and a wine glass.

15. 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 AU$586
includes taxes & fees
30 Oct - 31 Oct
Relax in Style & Comfort in South Bay, PEC
Terrace/patio

16. 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 AU$298
includes taxes & fees
25 Oct - 26 Oct
Steps to Lake on the Mountain, 10Minutes to Picton
Living area

17. Stay In the heart of Wellington

Stay In the heart of Wellington
Prince Edward
9.2 out of 10, Wonderful, (9 reviews)
"Perfect for a couples getaway! Such a great spot in an amazing location - everything was only a short walk away. Wellington is so charming, and if you’re looking for a night vibe, be sure to check out bar duchess for some amazing cocktails. "
United States
Nicole H.
The price is AU$345
includes taxes & fees
21 Oct - 22 Oct
Stay In the heart of Wellington
A hot tub with a wooden deck and outdoor seating area.

18. NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)
Prince Edward
9.8 out of 10, Exceptional, (15 reviews)
"Great place to stay! Enough beds for a larger group, has everything you need with a nice hot tub!"
Canada
Renee
The price is AU$857
includes taxes & fees
21 Oct - 22 Oct
NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)
A patio with a round fire pit, a wooden bench, a sofa, and a hanging plant.

19. NEW Professionally Designed 3 Bed Wellington Suite w. Backyard and Hot Tub

NEW Professionally Designed 3 Bed Wellington Suite w. Backyard and Hot Tub
Prince Edward
9.6 out of 10, Exceptional, (5 reviews)
"Bel hébergement, propre, bien équipé et très bien localisé. À 20 minutes de Sandbanks, de North Beach et des multiples vignobles et microbrasseries."
United States
Caroline P.
The price is AU$570
includes taxes & fees
21 Oct - 22 Oct
NEW Professionally Designed 3 Bed Wellington Suite w. Backyard and Hot Tub
A house with a porch, outdoor seating, and string lights.

20. The Smith - Renovated 4 Bedroom

The Smith - Renovated 4 Bedroom
Prince Edward
10.0 out of 10, Exceptional, (1 review)
"Amazing house and location. Bruce was quick to respond to questions and offered recommendation to eateries. Beds were super comfortable, kitchen had everything we needed and the patio was great to hang out with friends after golf. Thank you Bruce"
United States
Linda B.
The price is AU$1,275
includes taxes & fees
24 Oct - 25 Oct
The Smith - Renovated 4 Bedroom
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

Jackson's Falls Country Inn

Jackson's Falls Country Inn

8/10 Good
"Clean,spacious, quiet room.A bit difficult to regulate correct shower temperature. Coffee maker appreciated. Lovely historical restaurant with Zen feel.Pat was very helpful."
SUSAN 2-night trip
Posted 9 hours ago
Jackson's Falls Country Inn

Find out more about Cherry Valley

Everything you need to know about Cherry Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cherry Valley holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cherry Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherry Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cherry Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cherry Valley holiday rentals we have selected for you start as low as AU$237 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cherry Valley rentals

At Expedia, we put the best Cherry Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cherry Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cherry Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cherry Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.