Family-friendly vacation rentals in Owen Sound

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Top-rated family-friendly rentals in Owen Sound

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

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Guest favorite

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

Jan 1 – 8

ﺩ.ﺇ393 per night

Superhost

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 28 – Oct 5

ﺩ.ﺇ624 per night

Guest favorite

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

2 q. beds A relaxing farm stay on a working farm with or without your horses. Bright clean bunkie built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with your horses in the morning. We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, atving, mountain biking. Check out the beautiful sunset behind the barn.

Dec 26 – Jan 2

ﺩ.ﺇ617 per night

Guest favorite

Guesthouse in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Sep 16 – 23

ﺩ.ﺇ568 per night

Guest favorite

Guest suite in Collingwood

4.92 out of 5 average rating, 1010 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. This clean, bright and cozy tiny home is private and is attached to the main house with a breezeway to comply with the town bylaws. The Tiny Home has a separate entrance and private back patio giving guests total privacy. Absolutely no pets due to allergies.

Oct 18 – 25

ﺩ.ﺇ451 per night

Guest favorite

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Looking for a special place to spend some time? Make Butchart Estate your own, self-contained and private family retreat. Share precious time together and make some memories in this beautiful and well-equipped heritage home. Inside, enjoy the gourmet kitchen, relax in your own private indoor pool & hot tub, curl up by the fireplace, play board games galore. Free wifi. Outdoors, explore our beautiful nature walks, and local excursions. Enjoy a slower pace, and treasure some time together.

Nov 8 – 15

ﺩ.ﺇ1,542 per night

Guest favorite

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 11 – 18

ﺩ.ﺇ510 per night

Guest favorite

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.

Nov 10 – 17

ﺩ.ﺇ307 per night

Guest favorite

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.

Feb 23 – Mar 2

ﺩ.ﺇ352 per night

Guest favorite

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

ﺩ.ﺇ1,036 per night

Guest favorite

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 28 – Jan 4

ﺩ.ﺇ354 per night

Guest favorite

Cottage in Miller Lake

4.9 out of 5 average rating, 354 reviews

Lake Huron Spectacular Cottage Home

Comfortably furnished family and entertainment cottage with private dock on Lake Huron. Newly built and well taken care of with 3 bedrooms and 2 bathrooms Shallow water with mix rock and sand beach. Gradual decline to deep water. Fantastic sunset views across Lake Huron from many viewpoints at the cottage. Plenty of parking.

Nov 18 – 25

ﺩ.ﺇ603 per night