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Family-friendly vacation rentals in Penetanguishene

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Top-rated family-friendly rentals in Penetanguishene

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

PrivateBeach@ThunderBeach100 acres Georgian Bay

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Other guests will not be using your private beach only your family! Our private two acre gated beach at Marks Point the western tip of Thunder Beach is ten minutes by car from the cottage. 2nd beach option (public) is the unsurpassed 3km sand Thunder beach 5 minutes by foot! The cottage is on our private 100 acres. Hike, snowshoe, ski, swim, and snorkel in paradise!

Rental unit in Wasaga Beach

4.95 out of 5 average rating, 381 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Rental unit in Horning's Mills

4.96 out of 5 average rating, 272 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Bungalow in Wasaga Beach

4.92 out of 5 average rating, 112 reviews

Nice Wasaga Cottage

We welcome well traveled guests over the age of 25 and families. Perfect for 4 people. Large 2 bedroom, 4 season cottage with big living room and eat-in kitchen; in a desirable area of Wasaga Beach Area 4. Renovated kitchen and bathroom. WiFi, gas furnace, and central air conditioning. 1 block to beach area, park, and bike path. 1 block to Nottawasaga river and boat launch. 25 min to Blue Mountain Village. Hiking, Golfing, and Skiing all nearby. 1 extra guest allowed for an additional fee.

Loft in Midland

4.89 out of 5 average rating, 322 reviews

Nest By The Bay - Downtown Midland / Private Loft

Luxury, Comfort & Style. This one-of-a-kind rental, "Nest By The Bay", is located in Downtown Midland. Walk everywhere, park your car & enjoy what Midland has to offer. Midland Harbour is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, seasonal events & so much more! See our other listing "Perch By The Bay", also at this same location. 2 nights min. preferred, 1 night by request. Listing not suitable for ages under 6.

Guest suite in Collingwood

4.92 out of 5 average rating, 1,073 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. The Tiny Home has a separate entrance and private back patio giving guests lots of privacy. For the ultimate relaxation experience, you can add access to the sauna and cold plunge as an optional upgrade to your stay. Absolutely no pets due to allergies.

Chalet in Gravenhurst

4.93 out of 5 average rating, 218 reviews

Log Cabin on the Lake Bed and Breakfast

Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Home in Tiny

4.88 out of 5 average rating, 126 reviews

Beachy Blue Bay Cottage - licence #STRTT-2024-195

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Cottage in Bracebridge

4.89 out of 5 average rating, 467 reviews

Cottage on the Muskoka River

The cottage has a nice private setting as part of a parcel of land which is almost 20 acres along the Muskoka River, close to 3 waterfalls and on the Trans Canada Trail. You’ll love our place because of the access to many trails for hiking, yet only a few minutes to downtown Bracebridge and central to most Muskoka Attractions. To really enjoy the river location you need to love walking and exploring. The cottage is offered in its pre-renovation state as the pictures indicate.

Chalet in Coldwater

4.95 out of 5 average rating, 434 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Chalet in The Blue Mountains

4.85 out of 5 average rating, 728 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Villa in Tiny

4.9 out of 5 average rating, 143 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2024-174

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Popular amenities for Penetanguishene family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cottage in Gravenhurst

4.83 out of 5 average rating, 166 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

Rental unit in The Blue Mountains

4.64 out of 5 average rating, 442 reviews

Hidden Gem Escape at Blue Mtn @Spring Rates@

Chalet in The Blue Mountains

4.8 out of 5 average rating, 183 reviews

Chalet At Blue - Private chalet with hot tub

Chalet in The Blue Mountains

4.9 out of 5 average rating, 77 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

Bungalow in Innisfil

4.82 out of 5 average rating, 278 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

Cottage in Torrance

5 out of 5 average rating, 29 reviews

New all-season Cottage on Lake Muskoka

Cabin in The Blue Mountains

4.9 out of 5 average rating, 346 reviews

🍺"Margaritaville" Big Space, Lots of fun+Hot Tub

Cottage in Flesherton

4.96 out of 5 average rating, 26 reviews

Eugenia Log Cabin ~Hot tub ~Sauna

Family- and pet-friendly home rentals

Cottage in Wasaga Beach

4.97 out of 5 average rating, 73 reviews

Wasaga on the Water with Loads of Amenities

Cottage in Gravenhurst

4.96 out of 5 average rating, 56 reviews

Stunning Log Cottage on an Island in Muskoka

Cottage in Washago

4.94 out of 5 average rating, 53 reviews

Stunning Waterfront w/Hot Tub - Nature's Cottage

Cottage in Port McNicoll

4.82 out of 5 average rating, 85 reviews

Georgian Gem

Cabin in Tiny

4.96 out of 5 average rating, 70 reviews

The Beach House Licence#: STRTT-2024-028

Cottage in Penetanguishene

4.83 out of 5 average rating, 29 reviews

3 Bdrm Family Cottage Private Beach, Thunder Beach

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 95 reviews

BLUE MOUNTAIN LUX 3 BED AT VILLAGE chalet

Rental unit in The Blue Mountains

4.58 out of 5 average rating, 356 reviews

The Perfect Getaway in Renovated Corner Unit

Family-friendly home rentals with a pool

Townhouse in The Blue Mountains

4.9 out of 5 average rating, 141 reviews

The Snowbridge Lookout on Monterra Golf Course

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 101 reviews

Luxury Vacation Home at Blue Mountain Village

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 474 reviews

3BR Sierra Scandi Chic - Closest to Village

Condo in The Blue Mountains

4.86 out of 5 average rating, 138 reviews

Large, luxury, upper floor condo, steps to Village

Condo in The Blue Mountains

4.95 out of 5 average rating, 807 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

Townhouse in The Blue Mountains

4.89 out of 5 average rating, 167 reviews

Private condo getaway at base of Blue Mountain

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 313 reviews

Walk to Village, Pool, Renovated 3 bdrm, patio/BBQ

Rental unit in The Blue Mountains

4.88 out of 5 average rating, 704 reviews

Brookside Studio at Blue Mountain - King Bed

Quick stats about vacation rentals that are family-friendly in Penetanguishene

Total rentals
60 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Destinations to explore