
Holiday houses in Owen Sound
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Top-rated holiday rentals in Owen Sound
Guests agree: these stays are highly rated for location, cleanliness and more.

Butchart Estate: Breathtaking Victorian mansion
Give them a holiday to remember. Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay. But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door.

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.

Waterfront Sunrise Cottage
Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or 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.

"Wine Down" in Scenic Grey Highlands
Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

One bedroom apartment on the river, with hot tub
WINTER SPECIAL Keep it simple at this peaceful and centrally located place. 30 to 40 minutes to Port Elgin and Southampton, and 75 minute drive to Tobermory. The hot tub is always waiting. Full kitchen and bathroom available for your own use. New queen size bed replacing the queen sized pull out couch. In the warmer weather there is two kayaks and a canoe available for guests use plus four adult life jackets. Also close to Harrison park and the mill dam and you can go by river.

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.

Brand New Country View Loft with Hot Tub
Conveniently located between Owen Sound and Meaford on a beautiful 7 acre property surrounded by fields and trees, this brand new bright and open loft has endless attractions within a 50 km radius. Whether you are a skier going to Blue Mountain or want to enjoy the beach at Sauble, this place can be your home base while you explore our wonderful area. Coffin Ridge Winery:5 mins, Blue Moutains:30mins, Bruce Trail:5mins, Sauble:30mins, Bruce Penninsula:45mins.

Suite on the Creek
Keep it simple at this peaceful and centrally located walkout apartment. The suite backs onto the Niagara escarpment and sections of the Bruce Trail. Though you’ll feel secluded in nature, head out front and you can walk downtown in less than 15 minutes. Rest well in the king-sized bed that looks out onto the walking bridge in the back yard. Enjoy cozy evenings in with a movie and a fire, or relax with a book in your private backyard sitting area.

Peaceful cabin-in-the-woods 50 acre private forest
Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

The Beach Button
Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

Cozy Owen Sound Getaway
Welcome to your cozy Owen Sound retreat where this two bedroom home has all the amenities you will need to relax and recharge. Conveniently located close to downtown, everything the town has to offer is within walking distance and is yours to explore. Beyond the town limits, adventure awaits! Within driving distance you will find Blue Mountain, Tobermory, Sauble Beach, Provincial parks, and much more! Pet friendly.

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.
Popular amenities for Owen Sound holiday rentals
Other great holiday rentals in Owen Sound

From A to Zen - a refined glamp

Lake it or Leave it: A Waterfront Georgian Gem

Stonefox Retreat: secluded cottage on 100 acres

The Roamin' Donkey

Birch & Bannock UNIT 1

ManCave Made for a fun getaway!

Simple Downtown Comfort

Balmy Beach Farm House
When is the best time to visit Owen Sound?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 NZD | $157 NZD | $152 NZD | $161 NZD | $178 NZD | $189 NZD | $194 NZD | $201 NZD | $185 NZD | $171 NZD | $176 NZD | $182 NZD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Frequently Asked Questions
What are the most popular amenities for Apartment Rentals in Owen Sound?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Owen Sound have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Owen Sound. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Owen Sound have free parking?
Absolutely! We offer over 20 house rentals with free parking in Owen Sound. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Owen Sound?
Experience the best of Owen Sound with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Owen Sound?
Yes! Work meets play with ease at over 10 house rentals in Owen Sound featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Owen Sound?
Four-legged friends are welcome in Owen Sound. Choose from more than 10 vacation rentals for guests traveling with pets.
Do apartment rentals in Owen Sound have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Owen Sound. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Owen Sound?
Owen Sound has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Owen Sound

Total holiday rentals
Explore 50 holiday rentals in Owen Sound

Nightly prices starting at
Owen Sound holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 4,820 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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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