Clusters of green grapes on vine leaves.

Waupoos Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Waupoos vacation rentals

A modern building with a large garage door, a small window, and a sign indicating it is a CRIBS property.

1. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (284 reviews)
"excellent location with ample parking."
Canada
Edward
$215 nightly
The price is $253
Nov 28 - Nov 29
Total with taxes and fees
Cribs On The Hill
A staircase with a wooden handrail, white walls, and two framed pictures of a van and a beach scene.

2. Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)

Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
Prince Edward
9.8 out of 10, Exceptional, (18 reviews)
"Great location, lovely space, Host was quick to reply to our questions. Would stay again :)"
Canada
Angele M.
$262 nightly
The price is $296
Nov 15 - Nov 16
Total with taxes and fees
Downtown Picton 2 Bedroom Boho Suite! (15 Minutes to Sandbanks)
A wooden dock extending into calm water with a small boat moored at the end.

3. The Birch

The Birch
3.0 star property
Prince Edward
9.8 out of 10, Exceptional, (79 reviews)
"We had a lovely stay at The Birch. The cabin was very cute and clean and the property was close to restaurants and shopping."
Canada
Linda
$147 nightly
The price is $166
Nov 23 - Nov 24
Total with taxes and fees
The Birch
A carpeted staircase with wooden railings and a window with a plant.

4. 2 Private Rooms in Quiet & Clean Home | Sleeps 3

2 Private Rooms in Quiet & Clean Home | Sleeps 3
Napanee
$117 nightly
The price is $132
Nov 14 - Nov 15
Total with taxes and fees
2 Private Rooms in Quiet & Clean Home | Sleeps 3
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.
$234 nightly
The price is $268
Dec 13 - Dec 14
Total with taxes and fees
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
A living room with a sofa, wooden barrels, and a dining area with a table and chairs.

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.
$361 nightly
The price is $414
Nov 14 - Nov 15
Total with taxes and fees
Family Friendly in Picton, PEC!
A neatly made bed with a wooden headboard, white bedding, and two dark pillows.

7. Downtown Picton 2 Bedroom Professionally Designed Suite

Downtown Picton 2 Bedroom Professionally Designed Suite
Prince Edward
9.6 out of 10, Exceptional, (13 reviews)
"Our stay here was easy and very comfortable. Beautiful place."
United States
Jordana P.
$262 nightly
The price is $296
Nov 15 - Nov 16
Total with taxes and fees
Downtown Picton 2 Bedroom Professionally Designed Suite
Just a short drive away - wineries, breweries, distilleries, Base31 ,wedding venues, art galleries

8. Downtown Picton Retreat |Near Sandbanks & Wineries

Downtown Picton Retreat |Near Sandbanks & Wineries
Prince Edward
10.0 out of 10, Exceptional, (18 reviews)
"We very much enjoyed our visit. The house was clean, comfortable and very well equipped. Easy walk to downtown."
United States
Jim S.
$218 nightly
The price is $258
Dec 2 - Dec 3
Total with taxes and fees
Downtown Picton Retreat |Near Sandbanks & Wineries
A carpeted staircase with wooden railings and a window with a plant.

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

Cozy Queen Room Near Hospital | Quiet & Clean Home
Napanee
6.0 out of 10, (1 review)
$83 nightly
The price is $93
Nov 14 - Nov 15
Total with taxes and fees
Cozy Queen Room Near Hospital | Quiet & Clean Home
A wooden deck with a table and chairs, a barbecue grill, and a covered patio area.

10. Retro vibe w/ hot tub, piano lounge and vinyls

Retro vibe w/ hot tub, piano lounge and vinyls
Picton
9.8 out of 10, Exceptional, (8 reviews)
"Great house. Great location. Clean, well equipped and plenty of space. "
Canada
Jeremy R.
$290 nightly
The price is $313
Nov 15 - Nov 16
Total with taxes and fees
Retro vibe w/ hot tub, piano lounge and vinyls
A wooden deck with a grill, two Adirondack chairs, and a stone wall.

11. The Picton Beautiful Couple`s Getaway

The Picton Beautiful Couple`s Getaway
Prince Edward
9.2 out of 10, Wonderful, (7 reviews)
"Yes I really like this place"
Canada
Shalani
$129 nightly
The price is $149
Nov 14 - Nov 15
Total with taxes and fees
The Picton Beautiful Couple`s Getaway
A narrow hallway with wooden flooring and white walls, leading to a bathroom with a sink and mirror.

12. Celestial Stay | Luxy 2BR | Netflix | Parking

Celestial Stay | Luxy 2BR | Netflix | Parking
Greater Napanee
$131 nightly
The price is $148
Nov 28 - Nov 29
Total with taxes and fees
Celestial Stay | Luxy 2BR | Netflix | Parking
A modern kitchen with white cabinetry, a wooden dining table, and black chairs.

13. Cozy House | Walk to Picton Main |Pet-friendly

Cozy House | Walk to Picton Main |Pet-friendly
Picton
10.0 out of 10, Exceptional, (18 reviews)
"Hannah communicated very well. The home matched the description and was very clean. An excellent stay for two couples and our dog!"
United States
Ilia L.
$306 nightly
The price is $357
Nov 19 - Nov 20
Total with taxes and fees
Cozy House | Walk to Picton Main |Pet-friendly
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
9.6 out of 10, Exceptional, (11 reviews)
"Great location, excellent for our dog, perfect family retreat."
Canada
Sonya d.
$389 nightly
The price is $447
Nov 15 - Nov 16
Total with taxes and fees
Central Picton, Games Room and steps from town!
A lush green park with trees, a grassy area, and a distant building.

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
8.6 out of 10, Excellent, (14 reviews)
"This property is beautiful. We loved the cozy charm that comes with older country homes. There was ample room for our family group of 10 to visit together as one as well as quiet reading nooks and a separate den. Huge outdoor grounds with several areas to gather. Home was clean and Robert was very easy to communicate with."
Canada
Cindy
$260 nightly
The price is $293
Nov 15 - Nov 16
Total with taxes and fees
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC
A small lodge with a porch, two Adirondack chairs, a grill, and a sign reading "Waupoos Lodge."

16. Cozy Couple`s Getaway in PEC

Cozy Couple`s Getaway in PEC
Prince Edward
9.0 out of 10, Wonderful, (7 reviews)
"Nice quiet location"
Canada
Neil
$122 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
Cozy Couple`s Getaway in PEC
A two-story house with a wooden front porch and a paved walkway leading to the door.

17. Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.
Prince Edward
9.8 out of 10, Exceptional, (28 reviews)
"Clean and well appointed home perfectly situated to enjoy all Picton and the Prince Edward County have to offer. We thoroughly enjoyed our little girls’ mid-week wine getaway and staying at The Windsor House made our trip that much more enjoyable."
United States
Kelly W.
$365 nightly
The price is $420
Nov 15 - Nov 16
Total with taxes and fees
Downtown Picton, 3 bedroom.
A compact kitchen with a stove, oven, and refrigerator, a wooden table, and a window with curtains.

18. 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.
$383 nightly
The price is $448
Dec 2 - Dec 3
Total with taxes and fees
Central Picton Apartment, Sleeps 8; The Iron Horse
A modern living room with two grey armchairs, a round coffee table, and a fireplace.

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

Century Home centrally located in Prince Edward County (located in Bloomfield)
Belleville
10.0 out of 10, Exceptional, (7 reviews)
"Such a cute place, even lovelier than the photos. Perfect location with easy walk to restaurants and millennial trail for bike riding. Host was so responsive and even left lovely treats and wine for us. Cozy private backyard with hottub that I don’t think is in photos but is great "
Canada
Laura G.
$312 nightly
The price is $353
Nov 15 - Nov 16
Total with taxes and fees
Century Home centrally located in Prince Edward County (located in Bloomfield)
A modern kitchen with a stainless steel refrigerator, wooden countertop, and a coffee maker.

20. The Marigold - Gorgeously remodelled PEC farmhouse

The Marigold - Gorgeously remodelled PEC farmhouse
Prince Edward
9.4 out of 10, Exceptional, (8 reviews)
"Excellent rental for a large family group. Very clean and great location. Kitchen well equipped. Large back yard for kid’s games and campfires etc. Host very helpful. "
Canada
Debbie N.
$506 nightly
The price is $546
Nov 14 - Nov 15
Total with taxes and fees
The Marigold - Gorgeously remodelled PEC farmhouse
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

Masterson's Motel

Masterson's Motel

10/10 Excellent
"The room was great, great place to stay if your in the Napanee area."
Jason 1-night trip
Posted 4 hours ago
Masterson's Motel

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 $141 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.