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Family-friendly vacation rentals in Lion's Head

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Top-rated family-friendly rentals in Lion's Head

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Cottage in Lion's Head

4.78 out of 5 average rating, 161 reviews

Lookabout Bay Waterview Cottage - The Lakehouse

The Lakehouse Cottage 2 night minimum stays 3 nights minimum stays on Holiday Weekends Four Guests Only Not Suitable for young children Come enjoy the beautiful Bruce Peninsula at the Lakehouse! The waterview cottage is an upper unit residence with a private entrance, steps from a Municipal dock located at Lookabout Bay. The Lakehouse cottage is located at a quiet family campground across the road from Lake Huron. Spend some time on the lake in the canoe and kayak provided for our guests.

Oct 2 – 9

R3,144 ZAR per night

Cottage in Lion's Head

4.93 out of 5 average rating, 122 reviews

Trails End Family Friendly Beach House

☀️ Now booking 7-nights, Sunday to Sunday in July and August.☀️ This family-friendly beach house is located in the quiet village of Lion's Head, only one street up from the beautiful sandy beach and playground. This cozy home away from home has everything you need to enjoy the lazy days of summer. Enjoy a drink on the deck with a view of the marina and beach. Restaurants and shopping are all within a minute's walk. Great hiking trails nearby on the Bruce Trail. < 40 mins from Grotto and Sauble.

Jul 7 – 14

R3,756 ZAR per night

Cabin in Tobermory

4.93 out of 5 average rating, 221 reviews

Hudson's Rock new Sauna Cabin Lake Huron Tobermory

Hudson's Rock located on the shores of Lake Huron just 10 min from downtown Tobermory. This cozy 3BR cabin is the perfect spot to make memories, whether cuddling up beside the cozy fire or playing board games with the family. Inside the warmth of the wood will instantly relax you while giving you all the amenities of home. The cottage is steps away from the waters edge, where days can be spent swimming, kayaking or soaking up the sun. You'll have everything your family could want or need !

Oct 27 – Nov 3

R4,758 ZAR per night

Guest suite in Tobermory

4.98 out of 5 average rating, 159 reviews

Westwater Guest Suite (Waterview Private Unit)

Sit on your private water view deck enjoying the beautiful view of the Georgian Bay. Wake up to the beautiful morning sunrise while sipping on a cup of coffee, or enjoy the stunning sunsets while sipping on a glass of wine. During the day you are just steps away from the picturesque downtown, shopping, restaurants, bars, tours, and world class scenery are just steps away. Or take a short drive to Bruce Peninsula National Park (Grotto), Singing Sands or take a tour boat to Flowerpot Island.

Apr 15 – 22

R4,180 ZAR per night

Cabin in Owen Sound

4.97 out of 5 average rating, 226 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Apr 26 – May 3

R2,969 ZAR per night

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

Jan 11 – 18

R1,572 ZAR per night

Cottage in Lion's Head

4.96 out of 5 average rating, 112 reviews

A Thousand Wishes

Our cottage nestled in beautiful Lion's Head will be a perfect home base for your adventurous getaway! So close to the little sandy beach, many shops and eateries, the marina and lighthouse. Come and discover the trails of the North as well as Tobermory's treasures! Your family will love that the Bruce Peninsula has so much to enjoy!!! Relax, smell the fresh air and make all your summer wishes come true ;) Welcome to your home away from home!!

Sep 5 – 12

R3,576 ZAR per night

Cabin in Tobermory

4.96 out of 5 average rating, 109 reviews

Tobermory Beach Cottage Northern Bruce Peninsula

Registration License# NBP - 2021 - 509 The Beach Cottage is a quintessential Canadiana, cozy lakefront cottage in Tobermory, Northern Bruce Peninsula, with its own rare sandy beach, leading out to crystal clear water. Shallow water entry into the lake for at least 100 meters. Perfect for young children, families, couples, or solo travelers - everyone will enjoy a relaxing getaway! Maximum 6 adults, plus 2 children under 12 years old (BYLAW)

Sep 28 – Oct 5

R5,778 ZAR per night

Apartment in Kincardine

4.93 out of 5 average rating, 400 reviews

Lambton Place

LOCATION! LOCATION! LOCATION! Country charm meets urban chic in this stylish three-room suite in 100-year-old house. One block from the beach, one block from downtown shopping, restaurants and pubs. 1) Extra large bedroom, with closet, bureau, king bed; 2) Luxurious, four-piece, ensuite bathroom, with soaker tub, walk-in shower; 3) Sitting room with Wi-Fi, Smart-TV, cable; couch, chair, coffee-maker and small fridge. No kitchen.

Dec 23 – 30

R1,805 ZAR per night

Guest suite in Lion's Head

4.91 out of 5 average rating, 214 reviews

Lion's Head Bahay

This 2-bedroom apartment above an old Ontario farmhouse sits on a half acre lot with award winning gardens. It has a separate entrance providing a private getaway. It is a great place for staycation, or as a work-from-home alternative, or for families. It is situated in downtown Lion's Head, steps from everything: stores, shops, restaurants, pub, LCBO, beach, marina, children's park, and Bruce trails.

May 7 – 14

R4,201 ZAR per night

Cabin in Tobermory

4.97 out of 5 average rating, 182 reviews

The Way Way Back (Waterfront Cottage-Private Dock)

Cozy waterfront cottage; perfect spot to get away! Relax and enjoy the sunsets on the private dock hammock with all the comforts of home. 2 night off season minimum. Weekly (Friday to Friday) July & August. Maximum occupancy for this cottage is 4 adults and 2 children. Approximately 7 minutes from Tobermory, Bruce Peninsula National Park (the grotto) & Singing Sands. Please inquire!

Sep 14 – 21

R5,313 ZAR per night

Cabin in Owen Sound

4.87 out of 5 average rating, 305 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

Dec 24 – 31

R1,816 ZAR per night

Vacation rentals for every style

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Popular amenities for Lion's Head family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

May 2 – 9

R2,827 ZAR per night

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Aug 24 – 31

R3,050 ZAR per night

Tiny home in Mono

4.94 out of 5 average rating, 152 reviews

Tiny home Soaring Heart Wellness Spa

May 9 – 16

R1,135 ZAR per night

Cottage in Kimberley

4.87 out of 5 average rating, 307 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Aug 14 – 21

R10,508 ZAR per night

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage -100 acres & Private Beach

Nov 29 – Dec 6

R3,335 ZAR per night

Chalet in The Blue Mountains

4.96 out of 5 average rating, 149 reviews

Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!

Sep 22 – 29

R11,440 ZAR per night

Chalet in The Blue Mountains

4.99 out of 5 average rating, 138 reviews

Walk to Village at Blue - Grand

Jul 19 – 26

R13,300 ZAR per night

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Sep 10 – 17

R5,537 ZAR per night

Family- and pet-friendly home rentals

Cabin in Tobermory

4.92 out of 5 average rating, 133 reviews

Dorcas Bay Getaway

Feb 14 – 21

R4,479 ZAR per night

Home in Miller Lake

4.84 out of 5 average rating, 270 reviews

5 Bedroom Bruce Retreat (license # NBP-2022-50

Oct 24 – 31

R4,522 ZAR per night

Apartment in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Oct 31 – Nov 7

R1,498 ZAR per night

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

Feb 4 – 11

R3,161 ZAR per night

Guest suite in Kincardine

4.81 out of 5 average rating, 251 reviews

Sunset Sands Private Suite

Dec 2 – 9

R2,372 ZAR per night

Cottage in Tobermory

4.83 out of 5 average rating, 108 reviews

Rocky's Rest on Lake Huron

Mar 12 – 19

R6,958 ZAR per night

Cottage in Kimberley

4.9 out of 5 average rating, 267 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Oct 31 – Nov 7

R3,295 ZAR per night

Cottage in Flesherton

4.94 out of 5 average rating, 122 reviews

Cottage Get-Away on the Lake

Nov 27 – Dec 4

R6,032 ZAR per night

Family-friendly home rentals with a pool

Guesthouse in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Aug 20 – 27

R2,763 ZAR per night

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Apr 2 – 9

R7,905 ZAR per night

Condo in The Blue Mountains

4.95 out of 5 average rating, 713 reviews

Blue Mountain Village| Stunning Mountain View

Oct 1 – 8

R3,652 ZAR per night

Chalet in The Blue Mountains

4.85 out of 5 average rating, 674 reviews

Blue Mountain / Collingwood Hill Side Condo

Oct 10 – 17

R2,843 ZAR per night

Cottage in Lafontaine

4.8 out of 5 average rating, 196 reviews

Beach house (with pool open May-Oct)

Apr 11 – 18

R5,655 ZAR per night

Condo in Blue Mountains

4.91 out of 5 average rating, 264 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Dec 29 – Jan 5

R5,584 ZAR per night

Home in Kimberley

4.88 out of 5 average rating, 176 reviews

Heart of Kimberley - with views and a hot tub

May 13 – 20

R5,327 ZAR per night

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 296 reviews

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

May 28 – Jun 4

R4,642 ZAR per night

Quick stats about vacation rentals that are family-friendly in Lion's Head

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2.2K reviews
Nightly prices starting at
R1,317 ZAR before taxes and fees

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