Cherry Valley Holiday Rentals

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Holiday Rentals in Cherry Valley

Joanie's Farmhouse · Waterfront with Hot Tub

10.0 out of 10, Exceptional, (1)
"Extremely clean, beautiful home, well appointed. Hot tub was fantastic. The area by the lake is amazing! The hosts were accommodating and kept in touch to see if we needed anything. Close to everything you would want to see (day trips) but far enough outside of the hustle and bustle. Highly recommend!"
The price is NZ$858
includes taxes & fees
17 Aug - 18 Aug
Joanie's Farmhouse · Waterfront with Hot Tub

33 Vines Winery & Vineyard

8.0 out of 10, Very good, (15)
"We celebrated a bachelorette and it was absolutely amazing. The wine is also delicious. We took the meditarrean supper and charcuterie board with our stay, which was the best! This place is a hidden gen. Would definately recommend."
The price is NZ$1,254
includes taxes & fees
23 July - 24 July
33 Vines Winery & Vineyard

Relax in Style & Comfort in South Bay, PEC

6.0 out of 10, (1)
"Everything was good except for the wifi & internet connection which meant the TV, Netflix, prime etc did not work or our computers! This was a big issue because my husband and my mother had work to do and we had to use our cellular data! Shane came by Saturday morning to check but did not know what the problem was. Said he would check with owner but we never heard back! We went to celebrate by uncle’s 90th birthday so the house was a nice place for everyone to be together but again no wifi or...
The price is NZ$746
includes taxes & fees
4 Aug - 5 Aug
Relax in Style & Comfort in South Bay, PEC

Steps to Lake on the Mountain, 10Minutes to Picton

6.0 out of 10, (2)
Steps to Lake on the Mountain, 10Minutes to Picton

Hay Bay Haven on the Water

The price is NZ$787
includes taxes & fees
24 July - 25 July
Hay Bay Haven on the Water

Tiny Home Stay Near Wine County, Bay View & Access

10.0 out of 10, Exceptional, (1)
"Loved trying a tiny house!"
The price is NZ$395
includes taxes & fees
23 July - 24 July
Tiny Home Stay Near Wine County, Bay View & Access

Tiny Home Near Wine Country with Stargazing Loft

10.0 out of 10, Exceptional, (2)
"The Property was just stunning! It was cute and small, and it had all the amenities you would need. I had such a great time spending the night there. Especially at night, it was perfect with the fireplace. it was a unique experience"
The price is NZ$436
includes taxes & fees
24 July - 25 July
Tiny Home Near Wine Country with Stargazing Loft

Retro vibe w/ hot tub, piano lounge and vinyls

9.8 out of 10, Exceptional, (6)
The price is NZ$1,439
includes taxes & fees
14 Aug - 15 Aug
Retro vibe w/ hot tub, piano lounge and vinyls

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

10.0 out of 10, Exceptional, (6)
"Great place to stay! Enough beds for a larger group, has everything you need with a nice hot tub!"
The price is NZ$2,002
includes taxes & fees
8 Aug - 9 Aug
NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

9.2 out of 10, Wonderful, (12)
"Emma’s place is super clean, beautifully decorated and walking distance to Main St. Everything was exactly as described in the listing and Emma could not have been a friendlier or more helpful host. We can’t wait to visit again soon!"
The price is NZ$1,066
includes taxes & fees
30 July - 31 July
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

Family Friendly in Picton, PEC!

10.0 out of 10, Exceptional, (2)
"We had a great time at Picton, PEC at this property. It was a total of 5 adults and 2 kids and we all fit comfortably. The house was nice layout, with all the required amenities. I loved it place had two washrooms! "
The price is NZ$758
includes taxes & fees
24 July - 25 July
Family Friendly in Picton, PEC!

Hotel Karydia, Main Street Oasis

The price is NZ$1,346
includes taxes & fees
27 July - 28 July
Hotel Karydia, Main Street Oasis

Central Picton, Games Room and steps from town!

10.0 out of 10, Exceptional, (1)
"Wonderful one night stay. Comfortable well restored older home. Great centre of town location. Definitely worthy of a longer return visit. Kids enjoyed the garage games"
The price is NZ$907
includes taxes & fees
4 Aug - 5 Aug
Central Picton, Games Room and steps from town!

Downtown Picton, 3 bedroom.

10.0 out of 10, Exceptional, (12)
"The house is gorgeous - beautifully decorated, big rooms. And the location is just 2 blocks from the Main St in Picton - with blocks of lovely shops and restaurants. Highly recommend this house. Picton is a fabulous little town surrounded by loads of wineries, farms, and the beach. Just a lovely place to get away. "
The price is NZ$1,081
includes taxes & fees
21 Aug - 22 Aug
Downtown Picton, 3 bedroom.

Picton Retreat Downtown | Serene, Stylish & Great Amenities

10.0 out of 10, Exceptional, (6)
"Beautiful property that was exactly as advertised. Close to all the Picton amenities. "
The price is NZ$804
includes taxes & fees
27 July - 28 July
Picton Retreat Downtown | Serene, Stylish & Great Amenities

The Darcie House - cozy, pet-friendly home in PEC

10.0 out of 10, Exceptional, (8)
"We liked our stay there"
The price is NZ$968
includes taxes & fees
27 July - 28 July
The Darcie House - cozy, pet-friendly home in PEC

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

10.0 out of 10, Exceptional, (2)
"We loved The Place. The pictures really don't do it justice. The location in the centre of PEC is perfect. The host (Kristy) was great and super thoughtful. Would highly recommend a stay - be warned though, you may like the house so much you spend all your time there!"
The price is NZ$1,207
includes taxes & fees
3 Aug - 4 Aug
Century Home centrally located in Prince Edward County (located in Bloomfield)

FREE Pontoon Boat-Sandbanks Pass

7.6 out of 10, Good, (67)
"Beautiful spot in cottage country"
The price is NZ$2,784
includes taxes & fees
24 July - 25 July
FREE Pontoon Boat-Sandbanks Pass

Sheba’s Island (Prince Edward County) 3 bedroom lakefront cottage

The price is NZ$1,885
includes taxes & fees
31 July - 1 Aug
Sheba’s Island (Prince Edward County) 3 bedroom lakefront cottage

Sandbanks Escape (5 min drive) on Sheba’s Island | Pet-Friendly Cottage

The price is NZ$1,341
includes taxes & fees
31 July - 1 Aug
Sandbanks Escape (5 min drive) on Sheba’s Island | Pet-Friendly Cottage
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

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?

Sandbanks Cottage Resort Villa In Beautiful Prince Edward County: This highly rated holiday home rental in Cherry Valley is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

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 Caddy Shack Mini Golf, or get outside and enjoy nature at Sandbanks Provincial Park. In the wider area, you’ll find PRZ Paintball and Picton Golf and Country Club.

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.