Clusters of green grapes on vine leaves.

Waupoos 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 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Waupoos vacation rentals

A row of turquoise buildings with outdoor seating areas, a hammock, and a wooden deck.

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, (56 reviews)
"Beautiful view of the bay, well stocked kitchen, very enjoyable stay"
Canada
Patricia M.
$626 nightly
The price is $707
Sep 12 - Sep 13
Total with taxes and fees
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

2. 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.
$212 nightly
The price is $246
Sep 13 - Sep 14
Total with taxes and fees
Steps to Lake on the Mountain, 10Minutes to Picton
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, (45 reviews)
"Very clean, quiet and convenience, within 10 minutes drive to downtown, groceries and LCBO. Great vacation property"
Canada
Wai Hung Paul
$157 nightly
The price is $177
Sep 20 - Sep 21
Total with taxes and fees
LAZY DAYZ Sunset Views
A wooden deck with a table and chairs, a red umbrella, and a view of a grassy yard and trees.

4. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (268 reviews)
"Great place and location! Would stay again!"
Canada
Don
Cribs On The Hill
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.
$315 nightly
The price is $392
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 wooden cabin with a deck, a grill, and a fire pit.

6. 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
$277 nightly
The price is $305
Aug 25 - Aug 26
Total with taxes and fees
Tiny Home Near Wine Country with Stargazing Loft
A modern living room with a brown leather sofa, a white coffee table, and a large window offering a view of the outside.

7. 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
$288 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Lakecroft
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.
$467 nightly
The price is $546
Sep 17 - Sep 18
Total with taxes and fees
Central Picton Apartment, Sleeps 8; The Iron Horse
A house with a porch, a door with a number plate, and a chair.

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

Cozy Queen Room Near Hospital | Quiet & Clean Home
Napanee
$93 nightly
The price is $105
Aug 24 - Aug 25
Total with taxes and fees
Cozy Queen Room Near Hospital | Quiet & Clean Home

10. 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.
$362 nightly
The price is $420
Sep 17 - Sep 18
Total with taxes and fees
Downtown Picton Retreat |Near Sandbanks & Wineries
A spacious living room with a large grey sectional sofa, a smaller grey sofa, and a dining area with a table and chairs.

11. Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.
Prince Edward
9.8 out of 10, Exceptional, (27 reviews)
"Great location, lovely home and very clean. We all loved it!"
Canada
Anthony
$475 nightly
The price is $547
Sep 7 - Sep 8
Total with taxes and fees
Downtown Picton, 3 bedroom.
An outdoor seating area with a fire pit, wooden deck, and Adirondack chairs.

12. 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, (2 reviews)
"Loved trying a tiny house!"
Canada
Antoine
$277 nightly
The price is $305
Aug 25 - Aug 26
Total with taxes and fees
Tiny Home Stay Near Wine County, Bay View & Access
A wooden dock extending into calm water with a small boat moored at the end.

13. 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
$225 nightly
The price is $258
Sep 13 - Sep 14
Total with taxes and fees
The Birch
A rural setting with a dirt road, a barn, and a grassy area with a deer.

14. Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo

Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo
deseronto
$304 nightly
The price is $344
Aug 25 - Aug 26
Total with taxes and fees
Fantastic Tiny House with Barbecue and Fire Pit in Deseronto, Ontairo
A wooden deck with outdoor seating and a grill area.

15. 1971 Vintage Modern Airstream with Cowboy Tub

1971 Vintage Modern Airstream with Cowboy Tub
deseronto
$271 nightly
The price is $306
Aug 27 - Aug 28
Total with taxes and fees
1971 Vintage Modern Airstream with Cowboy Tub
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.
$488 nightly
The price is $552
Aug 23 - Aug 24
Total with taxes and fees
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
A wooden cabin with two hot tubs, a wooden deck, and a sloped ceiling with a rain gutter.

17. 1971 Vintage Modern Airstream w/ Cowboy Tub near PEC

1971 Vintage Modern Airstream w/ Cowboy Tub near PEC
Hastings County
10.0 out of 10, Exceptional, (2 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.
$246 nightly
The price is $271
Aug 27 - Aug 28
Total with taxes and fees
1971 Vintage Modern Airstream w/ Cowboy Tub near PEC

18. Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario

Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario
deseronto
$304 nightly
The price is $344
Aug 25 - Aug 26
Total with taxes and fees
Incredible Tiny House with Fireplace, Fire Pit and Pizza Oven in Deseronto, Ontario
A carpeted staircase with wooden railings and a window with a plant.

19. 2 Private Rooms in Quiet & Clean Home | Sleeps 3

2 Private Rooms in Quiet & Clean Home | Sleeps 3
Napanee
$128 nightly
The price is $144
Aug 24 - Aug 25
Total with taxes and fees
2 Private Rooms in Quiet & Clean Home | Sleeps 3
A window with a view of a tree and a grassy area.

20. 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
8.2 out of 10, Very Good, (12 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
$291 nightly
The price is $329
Aug 25 - Aug 26
Total with taxes and fees
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, 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.
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 Waupoos Hotel Reviews

Royal Napanee Inn

Royal Napanee Inn

8/10 Good
"The room was clean, mattress newer and comfortable, frig had a freezer compartment (and it had been thawed recently!)"
Karen 3-night trip
Posted 4 hours ago
Royal Napanee Inn

Find out more about Waupoos

Everything you need to know about Waupoos 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 Waupoos 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 Waupoos vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waupoos vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waupoos. 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 Waupoos 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 $258 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 Waupoos rentals

At Expedia, we put the best Waupoos 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 Waupoos 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 Waupoos 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 Waupoos. 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 a vacation rental in Waupoos?

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

What are some of the best vacation home rentals in Waupoos?

The Birch: This vacation home rental outside of Waupoos 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.

How many vacation rentals are there in Waupoos?

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

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 vacation rentals like in Waupoos?

Vacation rentals are private accommodations you can stay in for several days or longer in Waupoos. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.