
House holiday rentals in Owen Sound
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Top-rated house rentals in Owen Sound
Guests agree: These houses are highly rated for location, cleanliness and more.

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique
This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

The Butchart Estate: your perfect family retreat!
Give them a holiday to remember. With fresh air & freshwater beaches. Escarpment views, grottos & waterfalls. It's a great time to get yourself a little more Canada in beautiful Grey-Bruce. Settle in to our beautiful and well-equipped heritage home. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers. But don't miss the music, museums, and amazing foodie scene.

Close to Beach & Trails with Large Fenced in Yard
Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

Contemporary Million Dollar View Getaway
This four-season home offers you majestic views of Georgian Bay from all main living areas and accommodates up to 14 guests. It is your ideal base for exploring the Bruce Peninsula. Enjoy walking trails, golfing, boating, fishing, national parks, the Grotto and beaches. After a day of adventure, unwind by the firepit or watch a movie in the theater room. You have two fully stocked kitchens to prepare your feast. It's the perfect retreat for groups looking to relax and create memories together!

Lakeside Lounge
Relax with the whole family at this peaceful Lakeside getaway. Enjoy incredible sunset views from the 64 ft elevated deck! The shallow water out front is sure to keep the kids entertained. Plenty of water toys to play with ensures fun for everyone on those hot sunny days and at night you’ll love the built-in fire pit right on the dock! The gourmet kitchen, fireplace and spacious interior are just some of the highlights here. Located just 5 minutes away from the Grotto and Singing Sands Beach!

Holiday House on Huron
The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

Kiss & Bond Water View Colpoys Bay 4 -Seasons
Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

Huckleberry’s Hideaway (Sauna, Starlink Internet)
Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

The Meaford Retreat! Beautiful Home on Wooded Lot.
Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

The Nest at Victoria Street
Welcome to The Nest! This sweet, cozy 1-bedroom self-contained suite is part of a gorgeous century home in the heart of Southampton. Located one block from the main street, walking distance to downtown shopping, restaurants, parks, hiking, swimming as well as the best small town ice cream parlours. Directly across the street is a playground & splash pad for the kids. Enjoy a cocktail & BBQ on your private deck. Come relax & treat yourself to a vacation in our lovely beach town.

Harbour Veiw 2 bedrooms/ Den
Great central location, across from Harbor (like fishing?) and Marine Rail Museum. Walking distance to Kelso Beach, Marina, Salmon Spectacular, downtown, stores, and restaurants. Stroll along Harbor or walk to Kelso Beach ( home of Summer Folk music festival) a few minutes from Harrison Park, visit our local water falls, . Cozy home with 2 bedrooms and den 1 1/2 bath and walk-in shower. Linens and towels provided. A place to call home away from home.

Williamsford Blacksmith Shop
Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.
Popular amenities for Owen Sound house rentals
House rentals with a pool

The Cozy Corner Townhome - Shuttle to the Village

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Rivergrass Oasis: Steps to Blue Mountain Village!

Blue Mountain Retreat In Historic Snowbridge

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Serene mountainside home with View/Shuttle Bus

KickBack in Beautiful tranquil central condo

Heart of Kimberley - with views and a hot tub
Weekly house rentals

Charming 1899 Church Haven in Oliphant

Stonefox Retreat: secluded cottage on 100 acres

Simple Downtown Comfort

Luxury 5BR Home w/ Fire Pit near Georgian Bay

Sunny Side Up~3 BR Scenic Retreat Bruce Peninsula

Georgian Bay Waterfront Family Oasis

Cozy cottage for fall getaways | Enclosed Backyard

The Hampton House Luxury Rental
Private house rentals

Northwoods Ski Lodge - Georgian Bay Waterfront

Family-Size Nottawa Loft 3BR

The Cozy on Colborne

The Sixth Great Lake Luxury

Georgian Escape.Steps to Georgian Bay w/ hot tub

Maple Forest Country Cottage

Evenstar - Luxury in Nature

Red Doors on Green
Quick stats about house rentals in Owen Sound

Total holiday rentals
Explore 20 holiday rentals in Owen Sound

Nightly prices starting at
Owen Sound holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 1,820 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Owen Sound holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Owen Sound rentals

4.9 Average rating
Owen Sound stays are highly rated by guests—averaging 4.9 out of 5!
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