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Holiday Rentals in Chesley

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    All 26 Rentals in Chesley
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    The following rentals are within 30 kilometers of Chesley.
    Custom Built with Craftmanship, Designed Passive Solar/Turbine -  PHOENIX FARM1 / 14
    (2)Excellent
    Owen Sound, Canada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Cottage for rent! ATV/snowmobile friendly1 / 15
    (5)Very good
    Owen Sound, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    A casually comfortable, modern country house.  Trails to walk / snowshoe, 7 km.1 / 5
    (2)Excellent
    Chatsworth, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    GRACE HOUSE cottage (#15)1 / 27
    (2)Excellent
    Owen Sound, Canada
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2015
    We had the pleasure of staying at Grace House Cottage with our kids and their significant others and our new grand daughter for a week of relaxing and acitivities. The house...
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    About this property
    Grace House is a private retreat located about 30 kilometers south of Owen Sound on a 120 acre wildlife preserve. The home is situated on its own lake. An elegant new salt-water, heated swimming pool surrounded by a stone patio now graces the front of the completely renovated house. This unique,...
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    Owen Sound, Grey County N0H 1C0
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    Chatsworth, Canada
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3100 square foot, six bedroom, executive cottage located on McCullough Lake, just 30 km outside the city of Owen Sound. The main living area of the cottage boasts many features, including numerous large windows that provide a view of the lake and the beautiful sunsets. On a rainy day, the...
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    Chatsworth, Grey County N0H 1G0
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Glenelg Landing cottage (#224)1 / 31
    (7)Very good
    Durham, Canada
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2018
    WeHave rented a lot of cottages and this is the best one yet. So quiet. And relaxing I truly amazing place would highly recommend it to all. The owners are also truly amazing...
    Reviewed 16 August 2018
    WE did not have a very long stay so we just concentrate inside the cottage. WE only stay for the long weekend of 3 days, then has to be back to work in the town. God that it...
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    About this property
    Private, executive five bedroom cottage located on a large 40-acre property fronting onto the Rocky Saugeen River in the hills of Grey County. This cottage is the perfect getaway to escape the city and experience the peace and serenity of nature without comprimising the comforts and amenities of...
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    Durham, Grey County N0C 1H0
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Allenford
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Allenford, Bruce County N0H 2G0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Cedar Rock cottage (#484)1 / 16
    (9)Excellent
    Owen Sound, Canada
    3 Bedrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    We had a wonderful time at Cedar Rock. It is close enough to Owen Sound to take advantage of shopping, dining, museums etc. It is far enough away from the city to be quiet and...
    Reviewed 18 August 2017
    Great place for a vacation. Very peaceful but close to different places to see and explore then head back to watch a beautiful sunset on the beach before enjoying a bon fire on...
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    About this property
    Cedar Rock Cottage! This airy three bedroom cottage is located in the shores of Leith approximately 10 km north of Owen Sound. The cottage is a spacious open concept with vaulted wood paneled ceilings. The grounds, decks and shore are all available for your use. The living room/dining room has...
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    Owen Sound, Grey County N0H 1B0
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Russet Hill House cottage (#812)1 / 25
    (3)Very good
    Owen Sound, Canada
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    Although not at the water front, this is a great cottage to stay with family and friends. The main building is nice and spacious with two big living rooms upstairs and one...
    Reviewed 9 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.
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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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    Location Information
    Owen Sound, Grey County N0H 1G0
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Southampton
    3 Bedrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, modern three bedroom cottage located on a quiet street in the community of Southampton, close to the beach and rail trail. Pull up to the cottage along the peaceful neighbourhood street and notice the side-walked streets for your strolling pleasure. You can park your car under the...
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    Location Information
    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Owen Sound cottage (#332)1 / 20
    (10)Very good
    Owen Sound, Canada
    4 Bedrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 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...
    Reviewed 2 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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    Owen Sound, Grey County N4K 5N4
    Holiday Rental House - 4 Bedrooms, Sleeps 6
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    suite retreat at Chesley Lake1 / 5
    (1)Excellent
    Allenford
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2017
    Gail and Elvin were excellent hosts very accommodating. Accommodations were excellent. The lake was nice. The horses ride was great for the kids.
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    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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    Allenford, Bruce County N0H 1A0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chesley Lake cottage (#202)1 / 24
    (9)Average
    Allenford
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Patio
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2018
    The cottage is in a great location, on a nice lake, close to Sauble Beach, Wiarton, Owen Sound. Nice dock, deck, and fire pit area. Beautiful sunsets. Nice to have the hot...
    Reviewed 9 August 2016
    Owner very helpful with any issues. Water front was nice. Need water shoes..sunset was pretty and lake was small and quiet with some water skiing etc. So many spiders, hot tub...
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    About this property
    Three bedroom, 1050 square foot waterfront cottage, located on the shores of Chesley Lake. This unique cottage is located very close to the lake and has three decks for your enjoyment including one set direct against the lake. The lake side deck follows the entire length of the cottage and is 10...
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    Allenford, Bruce County N0H 1A0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Panoramic Lighthouse Pt cottage (#198)1 / 24
    (2)Very good
    Southampton
    3 Bedrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large bright and airy three bedroom waterfront cottage located on point of land (Bayview Point) only 3 km from Southampton. The main living area of the cottage has large west facing windows which stretch from the cottage floor to ceiling, it also has cathedral ceilings, television, satellite dish,...
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    Southampton, Bruce County N0H 2C6
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Southampton cottage (#833)1 / 15
    (2)Very good
    Southampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    Enjoyed our week at this cottage. Close to the beach and the end of the boardwalk/sidewalk which will take you right into downtown. Well equipped kitchen. Enjoyed the outside...
    Reviewed 30 August 2016
    This cottage has an excellent location within a block of the beach. You can also walk to town.The main living area is very roomy with 2 separate living rooms, both with couches...
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    About this property
    Quaint 1,200 sq ft cottage in the community of Southampton. This four bedroom cottage is located just 200 metres (a quick walk!) to the beautiful, sandy shores of Lake Huron. Enter through the sunroom entrance and find yourself in a comfortable sitting area and entry way. Here there is furniture...
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    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Port Elgin Cottage (#163)1 / 18
    (2)Very good
    Southampton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom, 1000 square foot waterfront cottage located 2 km north of Port Elgin on the shores of Lake Huron. Within 5 kms of this cottage are two beautiful sand beaches. A pedestrian / bike trail travels directly across the street from this cottage which gives you easy access to the lake and both...
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    Southampton, Bruce County N0H
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    A Cedar Cottage (#682)1 / 19
    (2)Average
    Southampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The central Southampton location is best thing about this cottage - just three blocks from the sandy public beaches and a half kilometre to High Street shopping and dining. This 1200 sq ft property will appeal to the Artist in you as reflected in the room decor and overall property ambience....
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    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cedar Lane cottage (#631)1 / 20
    (2)Excellent
    Owen Sound, Canada
    3 Bedrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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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    Owen Sound, Grey County N4K 5N3
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Sheltered Rest cottage (#453)1 / 21
    (15)Excellent
    Allenford
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2018
    Our family thoroughly enjoyed our time at the cottage.It was immaculate and all equipment was in great shape.There was nothing that I felt that I had to clean before using, or...
    Reviewed 6 August 2018
    Our family really did enjoyed our stay at Sheltered Rest. It felt like home, yet like a lil slice of Heaven!!! so many things in close proximity. Sauble falls just down the...
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    About this property
    You will experience a “restful” vacation at this beautifully landscaped 6 bedroom, 1800 sq ft cottage conveniently located on Chesley Lake near Sauble Beach. The open concept design of the main living area makes for easy entertaining and socializing. The kitchen has all the amenities you need...
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    Allenford, Bruce County N0H 1A0
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bentwood Cottage (#696)1 / 19
    (3)Very good
    Owen Sound, Canada
    2 Bedrooms, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    Cottage was very well maintained. Ownerso were very helpful and friendly. Loved that you had your own little beach area and easy access to the water. Great for a relaxing...
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    About this property
    This quaint two bedroom, 800 square foot, waterfront cottage is located on the shores of Georgian Bay, (Owen Sound Bay). This cottage is the guest house for the main house located on the property. The cottage has a warm and inviting feeling. The interior has been recently renovated with fresh...
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    Location Information
    Owen Sound, Grey County N0H 1B0
    Holiday Rental House - 2 Bedrooms, Sleeps 5
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    Southampton cottage (#472)1 / 27
    (20)Very good
    Southampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2018
    Cottage was close to the beach (ten minute walk) and a five minute drive to downtown Southampton.The cottage itself could use some upgrades, it was well worn in kitchen and...
    Reviewed 30 August 2018
    Place was good for a group of adults of various ages that were in and out for 2 to 3 days. Four bedrooms good for us and kitchen had everything needed. Enjoyed the fire pit 3...
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    About this property
    Four bedroom, 1500 square foot cottage located just 600 meters away from the beautiful sand beach in the charming community of Southampton. Cathedral ceilings with a skylight create a bright atmosphere in the main living area. A large window faces out into the back yard and the leather sofa and...
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    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Francis Lake cottage (#986)1 / 19
    (4)Excellent
    Owen Sound, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2018
    This is a small but very effective place to stay. We know the lake and the area. There is lots else to do other than the cottage. Hiking Bruce trail, the peninsula, Grotto...
    Reviewed 11 September 2017
    Rented on a whim...last week of August and what a pleasant experience. It started with a little hickup (could not find it at first, slightly overgrown hedges covered the street...
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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 N0H 2K0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Huron View cottage (#734)1 / 27
    (5)Very good
    Southampton
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2018
    My family had an amazing time. The cottage was very clean and comfortable. There was everything you would need right there. It was close to the beach and town. I would recommend...
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    About this property
    Nestled in a centrally located municipal lot along a quaint treed street, Huron View is a bright, comfortable 2400 sq ft cottage just steps to both Southampton's main business district and the gorgeous sandy beach. The house is actually two separate rental units being rented as one big home. This...
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    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Rainbow Beach cottage (#88)1 / 46
    (29)Very good
    Owen Sound, Canada
    3 Bedrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    Great place, clean, comfortable, great upgrades, nicely appointed. Wonderful sunsets. Very central. Better than a hotel room. Would recommend
    Reviewed 20 October 2017
    Loved this rental the cottage owner went above and beyond to make our stay aas perfect as possible driving 5 hours to fix an issue beyond his control ,the water view wass breath...
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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 N0H 1B0
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Treehouse cottage (#651)1 / 20
    (1)Very good
    Allenford
    3 Bedrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Treehouse Cottage' is a three bedroom modern, boundless cottage. It is located inland on Chesley Lake. There is no water access from this cottage. Sauble Beach is a quick 15 minute drive away, or 3 km away you can visit the Chesley Lake Camp where you can pay to access the small public sandy...
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    Location Information
    Allenford, Bruce County N0H 1A0
    Holiday Rental House - 3 Bedrooms, Sleeps 7
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    Southampton
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private home is a cozy and comfortable retreat, located just steps from beach access on Lake Huron, but with all modern amenities. Beautifully landscaped and furnished, with easy access to Highway 21, our location offers privacy and quiet yet just minutes from the centres of Southampton and...
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    Location Information
    Southampton, Bruce County N0H 2L0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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