
Cottage holiday rentals in Owen Sound
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Quick stats about cottage rentals in Owen Sound

Nightly prices starting at
Owen Sound holiday rentals start at $408 SGD per night before taxes and fees

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Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Owen Sound rentals

4.8 Average rating
Owen Sound stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated cottage rentals in Owen Sound
Guests agree: these cottages are highly rated for location, cleanliness and more.

Kinloft Cottage!
Welcome to the gorgeous beaches of Kincardine, Ontario! Have fun with the whole family at this 4 year old, custom built home! A short walk to the stunning sandy beaches and famous sunsets of Lake Huron (about 9 minute walk) may just have you falling in love with this quiet and peaceful town of Kincardine! A friendly and welcoming community, local dining and quaint shops await you! We are super excited to host you and your family! Great for Contractors or Executives too - 20 min to Bruce Power!

Sunsets & Lake Views in a Spacious Modern Cottage
Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

Cosy and modern cottage on beautiful Georgian Bay
Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Lakefront, sauna, sunsets: Alvar Garden Lakehouse
Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Oliphant 4 Season Cottage one block from the Lake
Totally redone 4 season 4 bedroom rental. One block from Lake Huron in Oliphant. 10 minutes to Sauble Beach, and a short drive to the Bruce Peninsula and all it offers. Tobermory, the Grotto, Cypress Lake. The house is fully equipped with all linens. washer and dryer, dishwasher, fridge with ice maker, 2 full bathrooms. One bedroom and a bathroom on main floor for those who can't do stairs. Oliphant is a kite boarders dream. Propane bbq, fire pit. It’s country water water cooler provided

Georgian Bay Waterfront Oasis
Waterfront Cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. We have 150 feet of private shoreline. Enjoy the east facing view and stunning sunrises, relax on a lounger, go for a swim, fish off the shore or in the small row boat, have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

New and Cozy Cottage Minutes to Georgian Bay!
Conveniently located near the amenities, shops, and restaurants of downtown Meaford, our cozy stay is just steps from the Georgian Trail, a short walk from Georgian Bay, and a quick 20-minute drive from Blue Mountain Ski Resort. In Meaford and the surrounding areas, you'll find tons of local options to ski, bike, hike, swim, fish, golf and relax with family and friends. Embrace the Grey Highland's year-round beauty and enjoy the perfect blend of relaxation and outdoor excitement!

Waterfront Cottage with Steam Sauna by Bruce Trail
Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

Waterfront Lakehouse | + EV Charger | AC |
Escape to Whiskey Harbour Lakehouse—your dream waterfront retreat on the Bruce Peninsula. This luxurious timber-frame cottage on Lake Huron blends rustic charm with modern comforts: vaulted ceilings, a stunning Muskoka room, lakefront views, and space for couples, families and nature lovers. Explore turquoise waters, star-filled skies and cozy up fireside after a day of adventure. Ideal for romantic getaways, family escapes and unplugged stays in every season.
Popular amenities for cottage rentals in Owen Sound
Cottage rentals with a hot tub

Private 40 Acre Cottage with Hot Tub

Spa cottage: hot tub, sauna, cold plunge & firepit

Charlie the Cottage | Hot Tub | Trail | Hike/Run

Cozy Summer Cottage- Hot Tub, Sauna, Firepit, 5 BR

Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina

Cottage on the Rocks - with Hot Tub and Sauna!

Muskoka Cottage is a warm lake - 4 BR/2 BR/Hottub

The Bay View Cottage w/hot tub
Pet-friendly cottage rentals

Georgian Bay Waterfront - Northwoods Lodge

Top Rated Waterfront Luxury Cottage | Sauna |Dock

Cozy Riverfront Cottage with Dock

The Almost Waterfront - Lions Head Cottage

Summer Getaway - 3 min walk to Beach, Clean & Cozy

All-Season Cottage on the Lake

Muskoka Gem on 5 Acres of Enchanted Forest w/sauna

Cozy Beach Cottage with Pool | Georgian Bay
Private cottage rentals

CANAM Resorts - Lake House - STA-2025-3

Fortress of Solitude

Surfhütte on Chantry Beach in Southampton Ontario.

Let Time Slow Down at The Beach House Southampton

300ft Lake front - All Season, Hot tub, Steam bath

Barefoot Bay - 5 bedroom Waterfront Cottage

Cozy Southampton Beach House - Pets Welcome

The Avalon - Entire home steps to Meaford Harbour
Destinations to explore
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