A pebbly beach with clear water and a distant shoreline.

Penetanguishene Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Penetanguishene vacation rentals

1. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
9.0 out of 10, Wonderful, (8 reviews)
"Excellent!!"
Canada
Alana B.
The price is CA $128
CA $369 total
includes taxes & fees
Oct 5 - Oct 6
The Little Lake House-Cozy 2Bdrm

2. Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Victoria Harbour
8.4 out of 10, Very good, (28 reviews)
"The place has everything you need for comfortable stay with clean big rooms and supplies. It is an Old Place with spacious and ample rooms. Doors needs some greasing and it would also help to have some light in the yard for evening. Overall experience was great."
Canada
Akhila
The price is CA $148
CA $439 total
includes taxes & fees
Oct 1 - Oct 2
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

3. Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
Port Severn
10.0 out of 10, Exceptional, (1 review)
"Amazing house in a awesome location ! Couldn't have asked for better :)Jennifer was a great host and provided us with everything we needed ... and more !!!"
Canada
Dominique T.
The price is CA $886
CA $1,293 total
includes taxes & fees
Oct 1 - Oct 2
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi

4. Cottage Hot Tub, Sauna & Beach near Georgian Bay

Cottage Hot Tub, Sauna & Beach near Georgian Bay
Waubaushene
9.2 out of 10, Wonderful, (15 reviews)
"My family (3 young kids) and I had a lovey time at this four bedroom property in Waubaushene. The property was very clean and exactly as described. The large number of bedrooms were great to have space for the kids, my wife and I. The hot tub and fire pit made the evenings really fun and we had a great time on the lake with the kayaks. Would definitely recommend this place."
Canada
Hayden S.
The price is CA $269
CA $635 total
includes taxes & fees
Oct 1 - Oct 2
Cottage Hot Tub, Sauna & Beach near Georgian Bay

5. Waterfront Cottage with Hot Tub

Waterfront Cottage with Hot Tub
Severn
9.0 out of 10, Wonderful, (29 reviews)
"Beautiful, water- side property perfect for families with kids of all ages. "
Canada
Adrianna K.
The price is CA $250
CA $579 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Cottage with Hot Tub

6. A cozy family retreat surrounded by trees, Nature, comfort and family memories.

A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Oro-medonte
9.0 out of 10, Wonderful, (36 reviews)
"We had a wonderful time. Great place to stay and hope to come back again next year!Jason"
United States
Jason M.
The price is CA $450
CA $836 total
includes taxes & fees
Oct 1 - Oct 2
A cozy family retreat surrounded by trees, Nature, comfort and family memories.

7. A-Frame Escape in the Woods of Georgian Bay, Muskoka

A-Frame Escape in the Woods of Georgian Bay, Muskoka
Georgian Bay
10.0 out of 10, Exceptional, (8 reviews)
"Loved this place! Beds were comfortable, it had everything we needed, nice and private, everything was so clean and we loved the sauna! Would absolutely stay here again. "
Canada
Kimberly S.
The price is CA $525
CA $823 total
includes taxes & fees
Oct 4 - Oct 5
A-Frame Escape in the Woods of Georgian Bay, Muskoka

8. Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was amazing. Location was great and the host was so friendly. I strongly recommend to others looking for a calm getaway!"
United States
Georgia
Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

9. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5
Wasaga Beach
9.6 out of 10, Exceptional, (40 reviews)
"Great little beach front cottage perfect for a family vacation! We had a great time with the kids and theyre asking to go back already!"
Canada
Hubert
The price is CA $200
CA $524 total
includes taxes & fees
Oct 1 - Oct 2
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

10. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
Wasaga Beach
9.4 out of 10, Exceptional, (24 reviews)
"Amazing cottage and host. We had a great family time! Thank you."
Canada
Aayush
The price is CA $250
CA $591 total
includes taxes & fees
Oct 1 - Oct 2
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

11. Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2

Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2
Wasaga Beach
9.4 out of 10, Exceptional, (3 reviews)
"Good clean property and host was easy to reach"
Canada
Balsam G.
The price is CA $199
CA $438 total
includes taxes & fees
Oct 1 - Oct 2
Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2

12. Moonstone Cottage/ Ski Retreat

Moonstone Cottage/ Ski Retreat
Oro-Medonte
9.0 out of 10, Wonderful, (2 reviews)
"It was an amazing and fun stay! The home was perfect and the whole location itself was also peaceful. Definitely will book it again!"
United States
denise.
The price is CA $239
CA $421 total
includes taxes & fees
Oct 13 - Oct 14
Moonstone Cottage/ Ski Retreat

13. Lost in Hillsdale | 10 mins to Horseshoe Valley

Lost in Hillsdale | 10 mins to Horseshoe Valley
Hillsdale
9.0 out of 10, Wonderful, (2 reviews)
"Excellent accoms, as pictured, close to the slopes, would re-book & reco"
Canada
Elvira K.
The price is CA $315
CA $661 total
includes taxes & fees
Oct 1 - Oct 2
Lost in Hillsdale | 10 mins to Horseshoe Valley

14. Entire Bungalow in Wasaga Beach ⛱️

Entire Bungalow in Wasaga Beach ⛱️
Wasaga Beach
9.4 out of 10, Exceptional, (11 reviews)
"We were a group of 11 friends who stayed here for a couple of days while we skied in Collingwood. The house was clean and exactly as described. Plenty of beds for our group. Communication with the host was really good and he allowed us to check in early. "
Canada
Caden T.
The price is CA $600
CA $1,018 total
includes taxes & fees
Oct 1 - Oct 2
Entire Bungalow in Wasaga Beach ⛱️

15. Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!

Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
8.6 out of 10, Excellent, (4 reviews)
"The cabin is at an ideal location and is close to the beach and other local attractions. The cabins are in a gated area and only the front gate it left unlocked overnight so it felt very safe and ideal for little kids and dogs. One of the hosts l, Tristan was so helpful and recommend a few places to check out in the area."
United States
Raz Q.
The price is CA $220
CA $332 total
includes taxes & fees
Oct 1 - Oct 2
Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!

16. Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1
Wasaga Beach
8.8 out of 10, Excellent, (13 reviews)
"Nice little riverside cottage. Perfect for a weekend getaway. "
Canada
Saadia
The price is CA $155
CA $214 total
includes taxes & fees
Oct 1 - Oct 2
Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

17. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Wasaga Beach
9.6 out of 10, Exceptional, (43 reviews)
"It was a wonderful stay, couldnt ask for a more relaxing/beautiful spot to spend the long weekend!"
United States
Alejandro G.
The price is CA $300
CA $657 total
includes taxes & fees
Oct 1 - Oct 2
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

18. EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!

EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!
Wasaga Beach
7.4 out of 10, Good, (3 reviews)
"The host double booked, and we were asked to leave despite booking weeks ahead of the other people, and we were left stranded for a number of hours with young kids. Neither the host nor Vrbo offered any workable solutions. The host then provided different stories (lied) to the other guests and us when we contacted them. We were ultimately forced to find alternative accommodation ourselves. Would not recommend booking this property unless you want to be in excitement instead of a vacation. "
United States
Paritosh V.
The price is CA $675
CA $1,238 total
includes taxes & fees
Oct 1 - Oct 2
EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!

19. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3
Wasaga Beach
9.8 out of 10, Exceptional, (20 reviews)
"Been staying here for years . We will be back!"
Canada
Vic C.
The price is CA $200
CA $524 total
includes taxes & fees
Oct 1 - Oct 2
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

20. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8
Wasaga Beach
9.2 out of 10, Wonderful, (24 reviews)
"Loved it second time staying and will book again"
Canada
Ryan O.
The price is CA $200
CA $524 total
includes taxes & fees
Oct 1 - Oct 2
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Penetanguishene Hotel Reviews

Find out more about Penetanguishene

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Penetanguishene. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Penetanguishene?

Yes, we offer vacation rentals close to well known points of interest in Penetanguishene, or you can choose a more remote option if you're looking for relaxation. Penetanguishene is known for its waterfront and parks. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best vacation rentals in Penetanguishene?

Cottage tiny heaven.: This vacation home near Penetanguishene is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Penetanguishene?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Penetanguishene stay.

What’s there to see and do in Penetanguishene?

Georgian Bay and Lake Huron are a couple of lovely local spots to get outside and enjoy nature. While here, Discovery Harbour and Penetanguishene Rotary Park Trailhead are other places worth a visit.

What’s a vacation rental in Penetanguishene like?

Vacation rentals are private properties where you can stay for a couple of days or more in Penetanguishene. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.