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Owen Sound Holiday Homes

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    $148 Average
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    All 18 Rentals in Owen Sound
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    Travellers to Owen Sound are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    Owen Sound
    2 Reviews
    2 Bedrooms, Sleeps 14Quick View
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    Owen Sound
    3 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    Owen Sound
    6 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Owen Sound
    2 Reviews
    4 Bedrooms, Sleeps 11Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 August 2016
    Excellent location and breath-taking views. Clean, cozy, spacious, private and well kept cottage. Couldn't have asked for a better experience, will be coming back again.
    Excellent of 5 bubbles
    Reviewed 14 July 2016
    The online photos don't do this justice! This log home is beautiful and very comfortable. The setting is private from the road and blissfully quiet. The owners were in touch...
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    About this property
    Sunset Haven This log and stone cottage with 108 feet of private waterfront offers spectacular views overlooking the sparkling aqua blue waters of beautiful Georgian Bay, just a short drive from downtown Owen Sound. The one storey, 1,870 square foot, four bedroom, two bathroom cottage has all the...
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    Owen Sound, Grey County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Owen Sound
    2 Reviews
    1 Bedroom, Sleeps 5Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 August 2016
    I think this is the first 5/5 excellent rating I've ever given on TripAdvisor. We toured around the Bruce Peninsula and we're looking for somewhere to stay with a last minute...
    Excellent of 5 bubbles
    Reviewed 3 August 2016
    Paradise away from home... Warm Welcome, beautiful place waterfront. Quiet. Substantial breakfast. Close to urban amenities.
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    About this property
    Our B&B offers a fully self-contained 1 bedroom apartment with fully equiped kitchen & family room with added pull-out couch & single bed for extra family members. We are situated on the waterfront of Georgian Bay only 3 miles from downtown Owen Sound. Breakfasts are included. There are outdoor...
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    Owen Sound, Grey County N4K 5N4
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Owen Sound
    2 Reviews
    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 10 August 2016
    Great Place. Would have been perfect if it was a waterfront cottage. Also the secondary cabin could be made more functional which will make it really nice.
    Very good of 5 bubbles
    Reviewed 13 January 2015
    We had a wonderful relaxing time at the Russet Hill House, even though there was no snow. We loved the cosy atmosphere, the well provisioned kitchen and the meandering trails...
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    About this property
    RUSSET HILL HOUSE EXPERIENCE the peace and privacy of this well hidden retreat on 100 acres of wooded, rolling land. RELAX in the modern, wood-lined home, snuggle beside the woodstove in the winter or catch a breeze on the decks or screened porch in warmer weather. EXPLORE the trails of Russet Hill...
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    Owen Sound, Grey County
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 10
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    Owen Sound
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 17 August 2016
    Beautiful cottage looking out to a quiet lake. Sunsets were incredible and the location was perfect! Cottage itself was clean and very welcoming. Would definitely come back...
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    About this property
    This traditional cottage with an amazing view is nestled in the cedars at the water’s edge on Francis Lake. Francis Lake is a beautiful inland lake situated between Georgian Bay and Lake Huron, only 15 minutes from Owen Sound and less than 30 minutes from Sauble Beach. The 600 sq ft, 3 bedroom, 1...
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    Owen Sound, Grey County
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Owen Sound
    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 4 November 2016
    Wonderful location, great cottage, beautiful furnishings. Wow. The private beach only makes it better.
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    About this property
    Beautiful sand beaches are where Mother Nature lovingly places them! Who are we to ask why? Nestled along a rocky shoreline between two conservation areas, the Leith Beach House is a beautiful, sand beach "oasis" of a three bedroom waterfront cottage located on the shores of Georgian Bay. From the...
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    Location Information
    Owen Sound, Grey County N4K 5N3
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Owen Sound
    10 Reviews
    4 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 24 August 2016
    Cottage had beautiful wood work. Four bedrooms were all a lovely size. Wonderful wrap around patio with large table and ample chairs.. The small marina provided access to fish...
    Average of 5 bubbles
    Reviewed 3 September 2014
    The pictures for the house and location are not up to date. When we arrived there was 'suddenly' another harbor instead of a beach. Now we were unable to swim and there wasn't...
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    About this property
    This beautiful cottage, built in the early 1900's, is located just outside Owen Sound. It is situated on a small peninsula of land, which affords a 180 degree view of Georgain Bay. As you drive up the lane you will see a large wrap-around verandah complete with a propane barbeque and patio set....
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    Location Information
    Owen Sound, Grey County N4K 5N4
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Owen Sound
    23 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 19 August 2014
    ...large cottage but could do with some updating. We spend 2 weeks in June there, weather wasn't that brilliant at that time but that didn't matter. The cottage is a large...
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    About this property
    Fully equipped, three bedroom, 1500 square foot waterfront cottage located on beautiful Rainbow Beach just 15 minutes from Owen Sound on the shores of Georgian Bay. The main living area of the cottage features natural pine woodwork throughout with large windows facing the waterfront and sunsets....
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    Location Information
    Owen Sound, Grey County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Owen Sound
    4 Reviews
    8 Bedrooms, Sleeps 20Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Sauna
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 week ago
    We visited Serenity Cottage for a family wedding and it was awesome. Really beautiful designed cottage with plenty of amenities. Gorgeous view of Georgian Bay. Suited the...
    Excellent of 5 bubbles
    Reviewed 7 June 2016
    We recently stayed at Serenity Cottage not only for a mini family get-a-way but for our intimate wedding. We couldn't have picked a more a perfect location for it! The cottage...
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    About this property
    We do not accept bookings through Flipkey/Tripadvisor as our rental rate system is not compatible with this site. In July and August we only accept minimum 7 day (11500) and 6 day (9450) reservations although during although over the Canada Day weekend we will allow a 2-3 night stay. During the...
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    Location Information
    Owen Sound, Grey County N0H1B0
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 20
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    The following rentals are within 25 kilometres of Owen Sound.
    Chatsworth
    2 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 June 2016
    Great experience for our group! We were a group of 12 golfers all in our 30's with young kids at home. Plenty of bedrooms and functional space to relax. Everything in the...
    Excellent of 5 bubbles
    Reviewed 3 September 2015
    Thank you for providing such a beautiful and comfortable country house for our weekend with our children and grandchildren. We had everything that we needed and enjoyed the...
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    About this property
    A hidden gem, just 15 minutes south of Owen Sound and Georgian Bay. Step out the door and take a hike or snowshoe on miles of varying terrain. After a day out exploring or visiting the area attractions, relax beside a woodfire during a cool evening. Spend warm evenings on the screened and...
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    Location Information
    Chatsworth, Grey County N0H 1G0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Allenford, Canada
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Balcony
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A warm country welcome awaits you at our log home at Chesley Lake. Complimentary horse or mule drawn wagon or carriage rides are available. Children will enjoy petting the mulesand horses and our new foul. Enjoy watching the sunsets, fishing or cooling off in the lake. Take a stroll down the treed...
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    Location Information
    Allenford, Bruce County N0H 1A0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Williamsford
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, waterfront 1200 square foot, 3 bedroom cottage located on a private inland lake - Walker Lake - in the heart of charming Grey County not far from the communities of Chatsworth and Markdale. The cottage is 900 feet from the road on a 100 acre lot and there is only one other cottage on the...
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    Location Information
    Williamsford, Grey County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Allenford, Canada
    2 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 10 June 2016
    Had a wonderful time at Vicary's Roost despite the cold, wet weather on 3 out of 4 days. The cottage is very nice, open and airy and met our needs perfectly. It was very clean...
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    About this property
    Vicary's Roost welcomes you! It is a newly constructed 2000 square foot two storey cottage this lakefront property on beautiful Arran Lake in South Bruce Peninsula. The spacious cottage is open concept on the upper level. The floors are laminate throughout. In the living area there is a sectional...
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    Location Information
    Allenford, Bruce County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chatsworth
    4 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our place is close to parks, great views, art and culture, restaurants and dining, and the beach. Centrally located you are within 20-30 minute drive to MANY beautiful towns, waterfalls, and so much more. Great for both summer and winter! You’ll love my place because of the coziness, the light,...
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    Location Information
    Chatsworth, Grey County N0H 1G0
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Chatsworth
    2 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • DVD Player
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 2 level, 2 bedroom plus sofa bed, fully winterized cottage located on the Sydenham River, recognized for it's Brown Trout fishing; 6 km. from Junction of 6&10 hyws. in Chatsworth; 10 minutes south of Owen Sound; mid-way between Lake Huron (Beaches)and Blue Mountains. pricing covers up to 3...
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    Location Information
    Chatsworth, Grey County N0H1G0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Kemble
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely executive, 1500 square foot waterfront cottage located at Big Bay on Georgian Bay, with its own deep water harbour. This cottage has all the comforts of home. The main living area is an open concept design with living room, dining room and kitchen all in one large area. The living room has...
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    Location Information
    Kemble, Grey County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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