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Family-friendly vacation rentals in Tobermory

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Top-rated family-friendly rentals in Tobermory

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.

Oct 3 – 10

G$34,943 GYD per night

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Jul 19 – 26

G$33,905 GYD 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 !

Apr 8 – 15

G$52,878 GYD 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

G$46,461 GYD 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.

Mar 24 – 31

G$33,001 GYD 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.

Sep 9 – 16

G$17,471 GYD per night

Cabin in Tobermory

4.87 out of 5 average rating, 187 reviews

Snail Court - Waterfront, Quiet

Snail Court - a place to unwind to a slow pace with the waves lapping on the shore, the birds singing in the trees, the peacefulness of just being still, with no agenda! This is a place for families to put aside busyness and appreciate simplicity. Simple & explicit cleaning requirements are further down the page and must be agreed upon. We are licensed by the municipality - #2021-595 - five people max with no more than four 12+ years of age.

Jul 5 – 12

G$54,162 GYD 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

G$69,711 GYD 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

G$20,059 GYD 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 8 – 15

G$46,696 GYD 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 17 – 24

G$49,211 GYD per night

Cottage in Tobermory

4.9 out of 5 average rating, 119 reviews

CANAM RESORTS - LAKE HOUSE - STR-NBP-2022-33

Thank you for your Interest in CANAM LAKE HOUSE! STR license is in progress - NBP-2022-33 Peaceful 1700 square foot, 2 floors, 2 bedrooms cottage (+extra Rock room with bed feels like in Bunkie) located on the shores of Lake Huron at Dorcas Bay, nestled among the cedars on a beautiful, natural lot. This is the perfect place for your family and friends to enjoy nature and relax together!

May 11 – 18

G$58,710 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Tobermory 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

Oct 23 – 30

G$31,418 GYD per night

Tiny home in Mono

4.94 out of 5 average rating, 152 reviews

Tiny home Soaring Heart Wellness Spa

May 9 – 16

G$12,617 GYD per night

Cottage in Kimberley

4.87 out of 5 average rating, 307 reviews

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

Jul 23 – 30

G$116,795 GYD 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

G$37,065 GYD 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

G$127,152 GYD per night

Chalet in The Blue Mountains

4.99 out of 5 average rating, 138 reviews

Walk to Village at Blue - Grand

Sep 14 – 21

G$147,820 GYD per night

Townhouse in The Blue Mountains

4.88 out of 5 average rating, 153 reviews

Private condo getaway at base of Blue Mountain

Nov 27 – Dec 4

G$52,379 GYD per night

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Sep 10 – 17

G$61,536 GYD 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

G$49,783 GYD per night

Home in Miller Lake

4.85 out of 5 average rating, 271 reviews

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

Sep 30 – Oct 7

G$50,257 GYD per night

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

Apr 24 – May 1

G$35,128 GYD per night

Apartment in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Nov 30 – Dec 7

G$16,649 GYD per night

Guest suite in Kincardine

4.81 out of 5 average rating, 251 reviews

Sunset Sands Private Suite

Dec 27 – Jan 3

G$28,694 GYD per night

Cottage in Tobermory

4.83 out of 5 average rating, 108 reviews

Rocky's Rest on Lake Huron

Mar 12 – 19

G$77,338 GYD per night

Cottage in Kimberley

4.9 out of 5 average rating, 267 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Jun 21 – 28

G$47,101 GYD per night

Cottage in Flesherton

4.94 out of 5 average rating, 122 reviews

Cottage Get-Away on the Lake

Nov 27 – Dec 4

G$67,042 GYD 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

G$30,706 GYD per night

Condo in The Blue Mountains

4.95 out of 5 average rating, 713 reviews

Blue Mountain Village| Stunning Mountain View

Oct 10 – 17

G$40,586 GYD 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

G$31,603 GYD per night

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 443 reviews

Sierra Lane - Closest to Village - Fully Equipped

Jun 3 – 10

G$41,021 GYD 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

G$87,857 GYD 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

G$62,067 GYD per night

Cottage in Lafontaine

4.8 out of 5 average rating, 196 reviews

Beach house (with pool open May-Oct)

Apr 11 – 18

G$62,857 GYD 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

G$51,597 GYD per night

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

Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2.5K reviews
Nightly prices starting at
G$18,817 GYD before taxes and fees

Destinations to explore