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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.

Apr 23 – 30

€ 275 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 21 – 28

€ 234 per night

Cabin in Tobermory

4.91 out of 5 average rating, 222 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 30 – Nov 6

€ 289 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.

Sep 2 – 9

€ 247 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.

Nov 14 – 21

€ 139 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.

Mar 16 – 23

€ 88 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!!

Aug 29 – Sep 5

€ 210 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 23 – 30

€ 313 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.

Oct 26 – Nov 2

€ 100 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 10 – 17

€ 244 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!

Oct 18 – 25

€ 269 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 1 – 8

€ 98 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

Jul 4 – 11

€ 165 per night

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Aug 27 – Sep 3

€ 178 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 1 – 8

€ 549 per night

Chalet in The Blue Mountains

4.96 out of 5 average rating, 149 reviews

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

Nov 9 – 16

€ 667 per night

Chalet in The Blue Mountains

4.99 out of 5 average rating, 138 reviews

Walk to Village at Blue - Grand

Sep 16 – 23

€ 768 per night

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Dec 6 – 13

€ 289 per night

Chalet in Blue Mountain

4.79 out of 5 average rating, 348 reviews

Cozy, 4 Bedroom Chalet, 10 min walk to Village

Jan 5 – 12

€ 395 per night

Chalet in The Blue Mountains

4.79 out of 5 average rating, 176 reviews

Chalet At Blue - Private chalet with hot tub

Nov 15 – 22

€ 485 per night

Family- and pet-friendly home rentals

Cabin in Tobermory

4.92 out of 5 average rating, 133 reviews

Dorcas Bay Getaway

Nov 26 – Dec 3

€ 264 per night

Home in Miller Lake

4.85 out of 5 average rating, 271 reviews

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

Nov 19 – 26

€ 248 per night

Cottage in Tobermory

4.83 out of 5 average rating, 108 reviews

Rocky's Rest on Lake Huron

Jan 13 – 20

€ 415 per night

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

Nov 2 – 9

€ 182 per night

Guest suite in Kincardine

4.81 out of 5 average rating, 251 reviews

Sunset Sands Private Suite

Mar 10 – 17

€ 143 per night

Cottage in Kimberley

4.9 out of 5 average rating, 267 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Jun 16 – 23

€ 239 per night

Cottage in Flesherton

4.94 out of 5 average rating, 122 reviews

Cottage Get-Away on the Lake

Oct 25 – Nov 1

€ 250 per night

Home in Durham

4.9 out of 5 average rating, 155 reviews

Heron's Perch

Dec 25 – Jan 1

€ 243 per night

Family-friendly home rentals with a pool

Condo in Blue Mountains

4.91 out of 5 average rating, 266 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Sep 6 – 13

€ 141 per night

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Nov 7 – 14

€ 394 per night

Apartment in The Blue Mountains

4.89 out of 5 average rating, 674 reviews

Brookside Studio at Blue Mountain - King Bed

May 9 – 16

€ 112 per night

Chalet in The Blue Mountains

4.85 out of 5 average rating, 675 reviews

Blue Mountain / Collingwood Hill Side Condo

Oct 7 – 14

€ 148 per night

Condo in The Blue Mountains

4.77 out of 5 average rating, 229 reviews

Ski-in/Ski-out Cozy studio at North Creek Resort

Jun 9 – 16

€ 121 per night

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 443 reviews

Sierra Lane - Closest to Village - Fully Equipped

Jun 10 – 17

€ 226 per night

Condo in The Blue Mountains

4.95 out of 5 average rating, 714 reviews

Blue Mountain Village| Stunning Mountain Views

Aug 27 – Sep 3

€ 303 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

€ 252 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
€ 65 before taxes and fees

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