We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Penetanguishene Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 mi
Price per night
£0
£1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
49 rentals in Penetanguishene.
Sort by:
Tripadvisor Sort
3 bedroom, 2 bathroom chalet; 3 minute walk to pristine, child friendly beach, holiday rental in Penetanguishene

3 bedroom, 2 bathroom chalet; 3 minute walk to pristine, child friendly beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Ontario Georgian Bay Lakefront Cottage The Dacha, holiday rental in Penetanguishene

Ontario Georgian Bay Lakefront Cottage The Dacha

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Vacation Home Across the Road from Georgian Bay- Penetanguishene with * Hot Tub*, holiday rental in Penetanguishene

Vacation Home Across the Road from Georgian Bay- Penetanguishene with * Hot Tub*

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Harbour House overlooking Discovery Harbour, Penetanguishene., holiday rental in Penetanguishene

Harbour House overlooking Discovery Harbour, Penetanguishene.

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful 'Georgian Bay Classic', holiday rental in Penetanguishene

Beautiful 'Georgian Bay Classic'

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Georgian Bay Macedonia Retreat, holiday rental in Penetanguishene

Georgian Bay Macedonia Retreat

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cute and cozy Georgian Bay home, holiday rental in Penetanguishene

Cute and cozy Georgian Bay home

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
11th Haven. Apartment 3, holiday rental in Penetanguishene

11th Haven. Apartment 3

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spacious private Georgian Bay (Tiny Beaches) Cottage, holiday rental in Penetanguishene

Spacious private Georgian Bay (Tiny Beaches) Cottage

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New Luxury Cottage in Muskoka that blends new finishes with a cottage feel, holiday rental in Penetanguishene

New Luxury Cottage in Muskoka that blends new finishes with a cottage feel

4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Penetanguishene rentals sent straight to your email!
Incredible waterfront vacation home in Muskoka on Sixmile Lake, holiday rental in Penetanguishene

Incredible waterfront vacation home in Muskoka on Sixmile Lake

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
50' Pool, Hot Tub, 22 Acres with Spectacular Georgian Bay Sunsets & Beach, holiday rental in Penetanguishene

50' Pool, Hot Tub, 22 Acres with Spectacular Georgian Bay Sunsets & Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
MUSKOKA WATERFRNT 8 Acre, 2600 S.F !3 Bedrm+Bunkie.Sleeps12, PRIVACY+,5*REVIEWS, holiday rental in Penetanguishene

MUSKOKA WATERFRNT 8 Acre, 2600 S.F !3 Bedrm+Bunkie.Sleeps12, PRIVACY+,5*REVIEWS

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Family Cottage for rent in Tiny beaches year round, holiday rental in Penetanguishene

Family Cottage for rent in Tiny beaches year round

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Water Front Cottage 1 1/2 hours North of Toronto, holiday rental in Penetanguishene

Water Front Cottage 1 1/2 hours North of Toronto

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Cottage 2 on Orr Lake, Ontario, holiday rental in Penetanguishene

Cozy Cottage 2 on Orr Lake, Ontario

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Georgian Bay Cottage Vacations, holiday rental in Penetanguishene

Georgian Bay Cottage Vacations

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern Cottage  -  White Sandy Beachfront - Family Friendly  - Georgian Bay!, holiday rental in Penetanguishene

Modern Cottage - White Sandy Beachfront - Family Friendly - Georgian Bay!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Georogian Bay Beach House, holiday rental in Penetanguishene

Georogian Bay Beach House

6 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Midland Point Home close to the water, holiday rental in Penetanguishene

Midland Point Home close to the water

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Georgian Bay Getaway, holiday rental in Penetanguishene

Georgian Bay Getaway

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Honey Harbour 3 bedroom island cottage for rent, holiday rental in Penetanguishene

Honey Harbour 3 bedroom island cottage for rent

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island Retreat On Georgian Bay, holiday rental in Penetanguishene

Island Retreat On Georgian Bay

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cozy Cottage 1 on Orr Lake, Ontario, holiday rental in Penetanguishene

Cozy Cottage 1 on Orr Lake, Ontario

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New open/modern waterfront home/cottage, holiday rental in Penetanguishene

New open/modern waterfront home/cottage

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
NASKI'S FAMILY COTTAGE. 5 MINUTES WALK TO WOODLAND BEACH, holiday rental in Penetanguishene

NASKI'S FAMILY COTTAGE. 5 MINUTES WALK TO WOODLAND BEACH

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Winter Activities on Georgian Bay!  Ice Fishing, XCountry Skiing **HOT TUB**, holiday rental in Penetanguishene

Winter Activities on Georgian Bay! Ice Fishing, XCountry Skiing **HOT TUB**

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Gorgian Bay cottage for rent in Tiny, holiday rental in Penetanguishene

Gorgian Bay cottage for rent in Tiny

3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Balm beach cottage, holiday rental in Penetanguishene

Balm beach cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
5 Bedroom, perfect beach vacation getaway, holiday rental in Penetanguishene

5 Bedroom, perfect beach vacation getaway

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI, holiday rental in Penetanguishene

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
3 bdrm unit a stones through to the beaches, holiday rental in Penetanguishene

3 bdrm unit a stones through to the beaches

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lakeridge - Gorgeous Cape Cod in South Muskoka, holiday rental in Penetanguishene

Lakeridge - Gorgeous Cape Cod in South Muskoka

6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beachfront Cottage, holiday rental in Penetanguishene

Beachfront Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Little Go Home Bay Vaction Retreat, holiday rental in Penetanguishene

Little Go Home Bay Vaction Retreat

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Elegant Chalet / Cottage, holiday rental in Penetanguishene

Elegant Chalet / Cottage

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern Cottage w/ Hot Tub, Sunset Lake View, Trail, holiday rental in Penetanguishene

Modern Cottage w/ Hot Tub, Sunset Lake View, Trail

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Book Early For Preferred Dates - Honey Harbour, holiday rental in Penetanguishene

Book Early For Preferred Dates - Honey Harbour

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Art Directors Pad at Georgian Bay, holiday rental in Penetanguishene

Art Directors Pad at Georgian Bay

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Room & Board in Off Grid Home on Quiet Private Deer Island near Honey Harbour, holiday rental in Penetanguishene

Room & Board in Off Grid Home on Quiet Private Deer Island near Honey Harbour

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island living in Honey Harbour, holiday rental in Penetanguishene

Island living in Honey Harbour

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stunning Lakehouse in Beautiful Honey Harbour, holiday rental in Penetanguishene

Stunning Lakehouse in Beautiful Honey Harbour

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spectacular Georgain Bay Cottage, holiday rental in Penetanguishene

Spectacular Georgain Bay Cottage

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Family-Friendly Beachfront Cottage, holiday rental in Penetanguishene

Family-Friendly Beachfront Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Blue Dream Cottage on Georgian Bay, holiday rental in Penetanguishene

Blue Dream Cottage on Georgian Bay

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
A perfect place to forget your worries and relax, holiday rental in Penetanguishene

A perfect place to forget your worries and relax

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury 7 Bedroom Beach House with Stunning Views, holiday rental in Penetanguishene

Luxury 7 Bedroom Beach House with Stunning Views

7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

View at Blue Mountain ,Excellent location 2 minutes to Lafontaine Beach

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Your Winter Home Away from Home, holiday rental in Penetanguishene

Your Winter Home Away from Home

5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Paradise Point - Georgian Bay, Swimming, Skiing and Hot Tubing, holiday rental in Penetanguishene

Paradise Point - Georgian Bay, Swimming, Skiing and Hot Tubing

7 bedrooms
3 bathrooms
Sleeps 1
More info
Vrbo.com logo
Check-in
Check-out
PreviousNext
1