A pebbly beach with clear water and a distant shoreline.

Penetanguishene Holiday Rentals

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Our top choices for Penetanguishene holiday rentals

1. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
9.0 out of 10, Wonderful, (7 reviews)
"Excellent!!"
Canada
Alana B.
The price is NZ$422
includes taxes & fees
29 Oct - 30 Oct
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 NZ$547
includes taxes & fees
29 Sept - 30 Sept
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 NZ$1,580
includes taxes & fees
29 Sept - 30 Sept
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 NZ$794
includes taxes & fees
30 Sept - 1 Oct
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 NZ$710
includes taxes & fees
1 Oct - 2 Oct
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 NZ$965
includes taxes & fees
29 Sept - 30 Sept
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 NZ$1,030
includes taxes & fees
4 Oct - 5 Oct
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
The price is NZ$423
includes taxes & fees
29 Sept - 30 Sept
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 NZ$648
includes taxes & fees
29 Sept - 30 Sept
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, (23 reviews)
"Amazing cottage and host. We had a great family time! Thank you."
Canada
Aayush
The price is NZ$744
includes taxes & fees
29 Sept - 30 Sept
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 NZ$546
includes taxes & fees
29 Sept - 30 Sept
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 NZ$522
includes taxes & fees
13 Oct - 14 Oct
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 NZ$820
includes taxes & fees
1 Oct - 2 Oct
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 NZ$1,264
includes taxes & fees
29 Sept - 30 Sept
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 NZ$416
includes taxes & fees
29 Sept - 30 Sept
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 NZ$267
includes taxes & fees
1 Oct - 2 Oct
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 NZ$827
includes taxes & fees
29 Sept - 30 Sept
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 NZ$1,539
includes taxes & fees
29 Sept - 30 Sept
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 NZ$648
includes taxes & fees
29 Sept - 30 Sept
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 NZ$648
includes taxes & fees
29 Sept - 30 Sept
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.
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Top Penetanguishene Hotel Reviews

Find out more about Penetanguishene

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Penetanguishene holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Penetanguishene. 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 Penetanguishene. 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 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 holiday 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 Penetanguishene short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Penetanguishene?

Yes, there are holiday rentals close to the most popular sights in Penetanguishene, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Penetanguishene has to offer?

Cottage tiny heaven.: This holiday home rental outside of Penetanguishene is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Penetanguishene?

With 9 Expedia holiday rentals, you're guaranteed 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 holiday rental in Penetanguishene like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penetanguishene. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.