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Waupoos Holiday Rentals

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Our top choices for Waupoos holiday rentals

1. The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
Prince Edward
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful view of the bay, well stocked kitchen, very enjoyable stay"
Canada
Patricia M.
The price is HK$2,524
HK$5,105 total
includes taxes & fees
22 Sept - 23 Sept
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

2. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (273 reviews)
"Cribs on the Hill was in a nice quiet location a 10 minute walk from downtown Picton. The king size bed in the primary bedroom was very comfortable. Also loved having an ensuite bathroom in the primary bedroom. Great for couples and families. Well equipped kitchen and BBQ access"
Canada
Lea
The price is HK$1,167
HK$1,372 total
includes taxes & fees
23 Sept - 24 Sept
Cribs On The Hill

3. 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 HK$1,266
HK$2,413 total
includes taxes & fees
4 Oct - 5 Oct
Steps to Lake on the Mountain, 10Minutes to Picton

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 HK$1,010
HK$1,372 total
includes taxes & fees
27 Sept - 28 Sept
LAZY DAYZ Sunset Views and 2 minutes drive to Picton Main Street

5. 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 HK$1,024
HK$3,397 total
includes taxes & fees
22 Sept - 23 Sept
Family Friendly in Picton, PEC!

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)
"Great place to stay and walkable to downtown for dinner and drinks. Would stay again."
Canada
Jeremy P.
The price is HK$1,015
HK$2,535 total
includes taxes & fees
23 Sept - 24 Sept
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

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.
The price is HK$981
HK$2,623 total
includes taxes & fees
19 Oct - 20 Oct
Downtown Picton 2 Bedroom Professionally Designed Suite

8. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (70 reviews)
"Great little cabin!"
Canada
Boris
The price is HK$1,191
HK$1,680 total
includes taxes & fees
22 Sept - 23 Sept
The Birch

9. 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 HK$1,514
HK$3,833 total
includes taxes & fees
23 Sept - 24 Sept
Downtown Picton, 3 bedroom.

10. 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 HK$1,351
HK$3,124 total
includes taxes & fees
22 Sept - 23 Sept
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

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 HK$1,575
HK$3,809 total
includes taxes & fees
27 Sept - 28 Sept
Central Picton Apartment, Sleeps 8; The Iron Horse

12. 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 HK$1,508
HK$2,956 total
includes taxes & fees
27 Sept - 28 Sept
Relax in Style & Comfort in South Bay, PEC

13. Tiny Home Stay Near Wine County, Bay View & Access

Tiny Home Stay Near Wine County, Bay View & Access
Hastings County
10.0 out of 10, Exceptional, (4 reviews)
"The property was exactly as advertised."
United States
Nick G.
The price is HK$1,397
HK$2,359 total
includes taxes & fees
22 Sept - 23 Sept
Tiny Home Stay Near Wine County, Bay View & Access

14. 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 HK$648
HK$1,319 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Couple`s Getaway in PEC

15. Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC

Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC
Greater Napanee
8.4 out of 10, Very good, (13 reviews)
"Group of seven had a fantastic time.great kitchen cooked dinner and a large breakfast. Wish we couldhave stayed longer. Barb Baker B elfast Ireland"
Canada
Barb
The price is HK$1,297
HK$2,448 total
includes taxes & fees
22 Sept - 23 Sept
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC

16. Tiny Home Near Wine Country with Stargazing Loft

Tiny Home Near Wine Country with Stargazing Loft
Hastings County
10.0 out of 10, Exceptional, (2 reviews)
"Our host was fabulous, all the little extras made our stay so enjoyable. "
Canada
Laurie
The price is HK$1,397
HK$2,346 total
includes taxes & fees
22 Sept - 23 Sept
Tiny Home Near Wine Country with Stargazing Loft

17. 2 Private Rooms in Quiet & Clean Home | Sleeps 3

2 Private Rooms in Quiet & Clean Home | Sleeps 3
Napanee
The price is HK$833
HK$1,030 total
includes taxes & fees
24 Sept - 25 Sept
2 Private Rooms in Quiet & Clean Home | Sleeps 3

18. 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 HK$648
HK$1,383 total
includes taxes & fees
22 Sept - 23 Sept
The Picton Beautiful Couple`s Getaway

19. Cozy Queen Room Near Hospital | Quiet & Clean Home

Cozy Queen Room Near Hospital | Quiet & Clean Home
Napanee
6.0 out of 10, (1 review)
The price is HK$449
HK$697 total
includes taxes & fees
24 Sept - 25 Sept
Cozy Queen Room Near Hospital | Quiet & Clean Home

20. 1971 Vintage Modern Airstream w/ Cowboy Tub near PEC

1971 Vintage Modern Airstream w/ Cowboy Tub near PEC
Hastings County
9.4 out of 10, Exceptional, (3 reviews)
"We really enjoyed our three nights of glamping! We had our meals on the deck and enjoyed the outdoor fireplace. We spent one day on the beach at Sandbanks (35 minutes) and one day exploring Prince Edward County with winery visits and lunch at a micro-brewery. The Airstream is well equipped. The coffee maker is a French press, so you don't need filters; there is a cannister of coffee, sugar, and coffee creamer. The campground is quiet -- we slept with windows open."
Canada
Bruce B.
The price is HK$1,256
HK$2,113 total
includes taxes & fees
23 Sept - 24 Sept
1971 Vintage Modern Airstream w/ Cowboy Tub near PEC
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 Waupoos Hotel Reviews

Find out more about Waupoos

Search for holiday rentals in Waupoos on Expedia! You can easily find your home rentals, villas, holiday apartments in Waupoos using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Waupoos?

Yes, there are holiday rentals close to the most popular sights in Waupoos, or you can select a more secluded option if you're looking for a relaxing stay. Waupoos is known for its wineries and museums.

What are some of the best holiday rentals that Waupoos has to offer?

The Birch: This holiday home rental outside of Waupoos 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.

How many holiday rentals are there in Waupoos?

Choose from 7 Expedia holiday rentals in Waupoos for a memorable holiday.

What can I see and do in Waupoos?

Cultural attractions include Rose House Museum, whereas Lake Ontario is a spot to enjoy nature. While here, County Cider Company and Waupoos Winery are other places worth a visit.

What are holiday rentals like in Waupoos?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waupoos. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.