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

Holiday Rentals in Cherry Valley

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (274 reviews)
"excellent location with ample parking."
Canada
Edward
The price is €295
includes taxes & fees
26 Sept - 27 Sept
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, (71 reviews)
"Great little cabin!"
Canada
Boris
The price is €186
includes taxes & fees
1 Oct - 2 Oct
The Birch
A spacious living room with a large grey sectional sofa, a smaller grey sofa, and a dining area with a table and chairs.

3. 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 €432
includes taxes & fees
24 Sept - 25 Sept
Downtown Picton, 3 bedroom.
A wooden deck with a round table and four chairs, surrounded by lush greenery and flowering plants.

4. 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 €142
includes taxes & fees
27 Sept - 28 Sept
LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street
A neatly made bed with a wooden headboard, white bedding, and two dark pillows.

5. 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 €303
includes taxes & fees
19 Oct - 20 Oct
Downtown Picton 2 Bedroom Professionally Designed Suite
A living room with a wooden rocking chair, a fireplace, and a large abstract painting on the wall.

6. 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 €382
includes taxes & fees
27 Sept - 28 Sept
Family Friendly in Picton, PEC!
A small lodge with a porch, two Adirondack chairs, a grill, and a sign reading "Waupoos Lodge."

7. 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 €150
includes taxes & fees
30 Sept - 1 Oct
Cozy Couple`s Getaway in PEC
A modern kitchen with a microwave, kettle, and stainless steel appliances. There are wooden shelves above the counter holding dishes and a plant.

8. 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 €420
includes taxes & fees
25 Sept - 26 Sept
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
A beach with waves, a sandy shore, and sparse vegetation.

9. 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 €295
includes taxes & fees
27 Sept - 28 Sept
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
A row of cabins with outdoor seating and a stone facade, located near a body of water.

10. Westlake Milford Cottage

Westlake Milford Cottage
Prince Edward
9.0 out of 10, Wonderful, (7 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 €175
includes taxes & fees
24 Sept - 25 Sept
Westlake Milford Cottage
A living room with a staircase, a television mounted on the wall, and a red armchair.

11. 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 €431
includes taxes & fees
27 Sept - 28 Sept
Central Picton Apartment, Sleeps 8; The Iron Horse
A compact kitchen with dark cabinets, a stainless steel microwave, a gas stove, and a wooden bowl on the counter.

12. Cute & Cozy, Downtown Wellington

Cute & Cozy, Downtown Wellington
Prince Edward
9.0 out of 10, Wonderful, (7 reviews)
"Great location, quiet, nice conditions, host emails information. We had a good stay."
Canada
David
The price is €202
includes taxes & fees
27 Sept - 28 Sept
Cute & Cozy, Downtown Wellington
A room with a white desk, a chair, and a view of a garden through large windows.

13. 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 €340
includes taxes & fees
24 Sept - 25 Sept
PEC Waterview Getaway
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 €471
includes taxes & fees
30 Sept - 1 Oct
Central Picton, Games Room and steps from town!

15. 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 €342
includes taxes & fees
6 Oct - 7 Oct
Downtown Picton Retreat |Near Sandbanks & Wineries
A row of cabins with a gravel driveway, wooden deck, and outdoor seating area.

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 €224
includes taxes & fees
27 Sept - 28 Sept
Westlake Cottages The Rosehall PEC Waterfront Stay

17. 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 €201
includes taxes & fees
27 Sept - 28 Sept
Steps to Lake on the Mountain, 10Minutes to Picton
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.
The price is €534
includes taxes & fees
24 Oct - 25 Oct
Relax in Style & Comfort in South Bay, PEC

19. Walk to Beach and Downtown: Wellington PEC Cottage

Walk to Beach and Downtown: Wellington PEC Cottage
Prince Edward
9.8 out of 10, Exceptional, (24 reviews)
"We had a great stay at the cottage. It is in a super locationfor the town and the beach.Also easy to get to Trenton where we spent a day at the Air Museum. "
United States
Moira M.
The price is €342
includes taxes & fees
15 Oct - 16 Oct
Walk to Beach and Downtown: Wellington PEC Cottage
A boat deck with wicker chairs, a small rowboat, and a dock.

20. 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 €222
includes taxes & fees
1 Oct - 2 Oct
Grapevine Cottage at The Birch
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 June Motel

The June Motel

10/10 Excellent
"Staff were friendly, helpful and efficient. Great people"
Barbara 3-night trip
Posted 1 hour ago
The June Motel

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, apart-hotels, 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 favorite 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 depends 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 €186 per night. Entering your travel dates in the search wizard you might find 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.