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

Cherry Valley Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Cherry Valley vacation rentals

A modern living room with a brown leather sofa, a white coffee table, and a large window offering a view of the outside.

1. 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
$247 nightly
The price is $290
Sep 13 - Sep 14
Total with taxes and fees
Lakecroft
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, (64 reviews)
"Super clean, beautiful, everything was great felt very much at home would recommend to anyone"
Canada
Summer
$189 nightly
The price is $216
Sep 8 - Sep 9
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

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
$156 nightly
The price is $177
Sep 20 - Sep 21
Total with taxes and fees
LAZY DAYZ Sunset Views
A small lodge with a porch, two Adirondack chairs, a grill, and a sign reading "Waupoos Lodge."

4. 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
$173 nightly
The price is $200
Aug 31 - Sep 1
Total with taxes and fees
Cozy Couple`s Getaway in PEC
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)
"Great place to stay and walkable to downtown for dinner and drinks. Would stay again."
Canada
Jeremy P.
$318 nightly
The price is $395
Sep 13 - Sep 14
Total with taxes and fees
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
$180 nightly
The price is $208
Aug 30 - Aug 31
Total with taxes and fees
The Picton Beautiful Couple`s Getaway

7. Downtown Wellington Apartment-Bloomfield Unit

Downtown Wellington Apartment-Bloomfield Unit
Prince Edward
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful stay, beautiful apartment! "
Canada
Shannon B.
$206 nightly
The price is $236
Aug 30 - Aug 31
Total with taxes and fees
Downtown Wellington Apartment-Bloomfield Unit
A living room with a staircase, a television mounted on the wall, and a red armchair.

8. 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.
$453 nightly
The price is $530
Aug 26 - Aug 27
Total with taxes and fees
Central Picton Apartment, Sleeps 8; The Iron Horse
A row of cabins with a gravel driveway, wooden deck, and outdoor seating area.

9. 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.
$224 nightly
The price is $259
Sep 7 - Sep 8
Total with taxes and fees
Westlake Cottages The Rosehall PEC Waterfront Stay
A row of cabins with outdoor seating and a stone facade, located near a body of water.

10. 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.
$172 nightly
The price is $199
Aug 30 - Aug 31
Total with taxes and fees
Couple`s Romantic PEC Getaway
A hallway with white columns, a black door with a stained glass window, and a wooden staircase.

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, (9 reviews)
"Great location, excellent for our dog, perfect family retreat."
Canada
Sonya d.
$474 nightly
The price is $546
Aug 30 - Aug 31
Total with taxes and fees
Central Picton, Games Room and steps from town!
A spacious kitchen with white appliances, a wooden dining table with red tulips, and a view of the adjacent dining area.

12. 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.
$266 nightly
The price is $307
Aug 30 - Aug 31
Total with taxes and fees
Family friendly duplex

13. Downtown Picton Retreat |Near Sandbanks & Wineries

Downtown Picton Retreat |Near Sandbanks & Wineries
Prince Edward
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic stay! The house is very charming and perfectly located. "
Canada
Marie Catherine B.
$358 nightly
The price is $416
Sep 17 - Sep 18
Total with taxes and fees
Downtown Picton Retreat |Near Sandbanks & Wineries
A room with a white desk, a chair, and a view of a garden through large windows.

14. 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.
$372 nightly
The price is $428
Aug 30 - Aug 31
Total with taxes and fees
PEC Waterview Getaway
A living room with a wooden rocking chair, a fireplace, and a large abstract painting on the wall.

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.
$483 nightly
The price is $556
Aug 27 - Aug 28
Total with taxes and fees
Family Friendly in Picton, PEC!
A modern kitchen with a microwave, kettle, and stainless steel appliances. There are wooden shelves above the counter holding dishes and a plant.

16. 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.
$632 nightly
The price is $714
Aug 28 - Aug 29
Total with taxes and fees
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
A spacious living room with a large grey sectional sofa, a smaller grey sofa, and a dining area with a table and chairs.

17. 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
$474 nightly
The price is $546
Aug 31 - Sep 1
Total with taxes and fees
Downtown Picton, 3 bedroom.
A dining area with a wooden table set for two, a potted plant, and a wine glass.

18. 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.
$346 nightly
The price is $399
Aug 28 - Aug 29
Total with taxes and fees
Relax in Style & Comfort in South Bay, PEC
A row of cabins with outdoor seating and a stone facade, located near a body of water.

19. 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.
$173 nightly
The price is $200
Sep 20 - Sep 21
Total with taxes and fees
Westlake Milford Cottage
A lakeside property with docked boats, a house, and a boat ramp.

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

LAKEFRONT COTTAGE #6 -Close to Sandbanks - LAKE CONSECON RESORT
Prince Edward
9.4 out of 10, Exceptional, (6 reviews)
"Great location, very helpful site manager."
United States
Brian L.
$194 nightly
The price is $220
Sep 7 - Sep 8
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cherry Valley Hotel Reviews

The Hotel at Claramount Club

The Hotel at Claramount Club

8/10 Good
"This is a beautiful hotel. We stayed in a larger suite in the main building and it was above what we expected. The prices of the restaurants on site are very expensive so plan to eat at one of the other local dining options if you are on a budget. The location in Picton is nice but about 20-30 mins away from most of the wineries with the exception of a few. Staff were amazing!"
Sandra 1-night trip
Posted less than an hour ago
The Hotel at Claramount Club

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 $216 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 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 Golf and Country Club.

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.