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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

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

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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.

Sep. 21 – 28

$236 CAD per night

Guest favourite

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

$340 CAD per night

Guest favourite

Guest suite in Chatsworth

4.85 out of 5 average rating, 349 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Mar. 24 – 31

$157 CAD per night

Guest favourite

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. 5 – 12

$350 CAD per night

Guest favourite

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.

Jan. 27 – Feb. 3

$209 CAD per night

Guest favourite

Guest suite in Holland Centre

4.97 out of 5 average rating, 194 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.

Dec. 17 – 24

$127 CAD per night

Guest favourite

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. 28 – Sep. 4

$305 CAD per night

Guest favourite

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. 24 – Oct. 1

$455 CAD per night

Guest favourite

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. 4 – 11

$146 CAD per night

Guest favourite

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.

Sep. 8 – 15

$356 CAD per night

Guest favourite

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. 19 – 26

$470 CAD per night

Guest favourite

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.

Jun. 18 – 25

$186 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Lion's Head family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

Dec. 30 – Jan. 6

$241 CAD per night

Guest favourite

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Sep. 24 – Oct. 1

$260 CAD per night

Guest favourite

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

$799 CAD per night

Guest favourite

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

$971 CAD per night

Guest favourite

Chalet in The Blue Mountains

4.99 out of 5 average rating, 138 reviews

Walk to Village at Blue - Grand

Sep. 20 – 27

$1,119 CAD per night

Guest favourite

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Sep. 4 – 11

$420 CAD per night

Chalet in The Blue Mountains

4.79 out of 5 average rating, 176 reviews

Chalet At Blue - Private chalet with hot tub

Mar. 10 – 17

$764 CAD per night

Guest favourite

Chalet in Blue Mountain

4.79 out of 5 average rating, 348 reviews

Cozy, 4 Bedroom Chalet, 10 min walk to Village

Mar. 7 – 14

$543 CAD per night

Family- and pet-friendly home rentals

Cabin in Tobermory

4.91 out of 5 average rating, 222 reviews

Hudson's Rock new Sauna Cabin Lake Huron Tobermory

Oct. 30 – Nov. 6

$422 CAD per night

Guest favourite

Cabin in Tobermory

4.92 out of 5 average rating, 133 reviews

Dorcas Bay Getaway

Oct. 14 – 21

$380 CAD per night

Guest favourite

Home in Miller Lake

4.85 out of 5 average rating, 271 reviews

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

Sep. 18 – 25

$425 CAD per night

Guest favourite

Apartment in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Aug. 29 – Sep. 5

$128 CAD per night

Cottage in Tobermory

4.83 out of 5 average rating, 108 reviews

Rocky's Rest on Lake Huron

Nov. 5 – 12

$604 CAD per night

Guest favourite

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

Sep. 29 – Oct. 6

$265 CAD per night

Guest suite in Kincardine

4.81 out of 5 average rating, 251 reviews

Sunset Sands Private Suite

Mar. 21 – 28

$203 CAD per night

Guest favourite

Cottage in Kimberley

4.9 out of 5 average rating, 267 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Jan. 22 – 29

$378 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Apr. 11 – 18

$574 CAD per night

Guest favourite

Apartment in The Blue Mountains

4.89 out of 5 average rating, 674 reviews

Brookside Studio at Blue Mountain - King Bed

May 9 – 16

$162 CAD per night

Guest favourite

Condo in The Blue Mountains

4.95 out of 5 average rating, 716 reviews

Blue Mountain Village| Stunning Mountain Views

Sep. 14 – 21

$279 CAD per night

Chalet in The Blue Mountains

4.85 out of 5 average rating, 675 reviews

Blue Mountain / Collingwood Hill Side Condo

Oct. 8 – 15

$215 CAD per night

Guest favourite

Condo in Blue Mountains

4.91 out of 5 average rating, 266 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Jan. 20 – 27

$385 CAD per night

Guest favourite

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 443 reviews

Sierra Lane - Closest to Village - Fully Equipped

Jun. 3 – 10

$329 CAD per night

Guest favourite

Home in Kimberley

4.88 out of 5 average rating, 176 reviews

Heart of Kimberley - with views and a hot tub

Sep. 16 – 23

$435 CAD per night

Guest favourite

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 296 reviews

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

Aug. 8 – 15

$544 CAD 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
$96 CAD before taxes and fees

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