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

Cherry Valley Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cherry Valley vacation 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, (279 reviews)
"excellent location with ample parking."
Canada
Edward
$130 nightly
The price is $153
Oct 15 - Oct 16
Total with taxes and fees
Cribs On The Hill
A wooden dock extending into calm water with a small boat moored at the end.

2. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (73 reviews)
"Great little cabin!"
Canada
Boris
$147 nightly
The price is $167
Nov 1 - Nov 2
Total with taxes and fees
The Birch
A wooden deck with a round table and four chairs, surrounded by lush greenery and flowering plants.

3. 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
$125 nightly
The price is $141
Oct 20 - Oct 21
Total with taxes and fees
LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street
A row of cabins with a gravel driveway, wooden deck, and outdoor seating area.

4. 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
$148 nightly
The price is $172
Oct 28 - Oct 29
Total with taxes and fees
Westlake Couple`s Cottage
A small lodge with a porch, two Adirondack chairs, a grill, and a sign reading "Waupoos Lodge."

5. 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
$148 nightly
The price is $172
Oct 28 - Oct 29
Total with taxes and fees
Cozy Couple`s Getaway in PEC
A beach with waves, a sandy shore, and sparse vegetation.

6. 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.
$281 nightly
The price is $323
Oct 19 - Oct 20
Total with taxes and fees
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
A neatly made bed with a wooden headboard, white bedding, and two dark pillows.

7. 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.
$269 nightly
The price is $304
Oct 20 - Oct 21
Total with taxes and fees
Downtown Picton 2 Bedroom Professionally Designed Suite
A row of motel-style cabins with outdoor seating and barbecue grills.

8. 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
$155 nightly
The price is $180
Oct 28 - Oct 29
Total with taxes and fees
The Picton Beautiful Couple`s Getaway
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.
$274 nightly
The price is $321
Nov 5 - Nov 6
Total with taxes and fees
Downtown Picton Retreat |Near Sandbanks & Wineries
A modern kitchen with a built-in microwave, a kettle, and a sink with a faucet.

10. 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.
$285 nightly
The price is $322
Oct 20 - Oct 21
Total with taxes and fees
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
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.

11. 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.
$332 nightly
The price is $375
Oct 15 - Oct 16
Total with taxes and fees
Century Home centrally located in Prince Edward County (located in Bloomfield)
A boat deck with wicker chairs, a small rowboat, and a dock.

12. 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.
$173 nightly
The price is $200
Nov 1 - Nov 2
Total with taxes and fees
Grapevine Cottage at The Birch
A living room with a staircase, a television mounted on the wall, and a red armchair.

13. 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.
$441 nightly
The price is $515
Oct 28 - Oct 29
Total with taxes and fees
Central Picton Apartment, Sleeps 8; The Iron Horse
A spacious living room with a large grey sectional sofa, a smaller grey sofa, and a dining area with a table and chairs.

14. 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
$421 nightly
The price is $484
Nov 1 - Nov 2
Total with taxes and fees
Downtown Picton, 3 bedroom.
A room with a white desk, a chair, and a view of a garden through large windows.

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.
$344 nightly
The price is $395
Oct 28 - Oct 29
Total with taxes and fees
PEC Waterview Getaway
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.
$272 nightly
The price is $315
Oct 15 - Oct 16
Total with taxes and fees
Steps to Lake on the Mountain, 10Minutes to Picton
A backyard with a swimming pool, a wooden fence, and blue chairs.

17. Spacious Century 3-bed in Downtown Wellington with in Ground Pool and parking!

Spacious Century 3-bed in Downtown Wellington with in Ground Pool and parking!
Prince Edward
8.6 out of 10, Excellent, (19 reviews)
"Great accommodation! We loved the hot tub and the host was super responsive and kind :)"
United States
Catherine M.
$248 nightly
The price is $281
Oct 15 - Oct 16
Total with taxes and fees
Spacious Century 3-bed in Downtown Wellington with in Ground Pool and parking!
Private kitchen

18. Downtown Wellington Apartment-Bloomfield Unit

Downtown Wellington Apartment-Bloomfield Unit
Prince Edward
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful stay, beautiful apartment! "
Canada
Shannon B.
$213 nightly
The price is $245
Oct 28 - Oct 29
Total with taxes and fees
Downtown Wellington Apartment-Bloomfield Unit
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall. There is a dining area with a white table and chairs, and a kitchen area with a white countertop and cabinets.

19. Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
Prince Edward
9.6 out of 10, Exceptional, (34 reviews)
"The house was brilliant. Location was great."
United Kingdom
Gavin
$326 nightly
The price is $368
Nov 3 - Nov 4
Total with taxes and fees
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
A hallway with white columns, a black door with a stained glass window, and a wooden staircase.

20. 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.
$506 nightly
The price is $583
Oct 15 - Oct 16
Total with taxes and fees
Central Picton, Games Room and steps from town!
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

The Birch

The Birch

10/10 Excellent
"Wonderfully run and wish the hosts much success!! It was so easy to book and the cottage was completely spotless and so well equipped. We were very comfortable and look forward to coming back.! Walkable to dining as well. Felt safe the entire time."
Donna 1-night trip
Posted 7 hours ago
The Birch

Find out more about Cherry Valley

Everything you need to know about Cherry Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cherry Valley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cherry Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cherry Valley rentals

At Expedia, we put the best Cherry Valley vacation 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 vacation.

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.

Explore a world of travel with Expedia

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

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.