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Holiday Rentals in Windsor-Essex-Pelee Island Region, Canada

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    Windsor-Essex-Pelee Island Region is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    1 / 31
    5 of 5 bubbles (7) Excellent
    Lakeshore, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    1 / 12
    4.5 of 5 bubbles (3) Very good
    Harrow, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 22
    5 of 5 bubbles (14) Excellent
    Leamington, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 19
    5 of 5 bubbles (2) Excellent
    Pelee Island, Canada
    4 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • Central Heating
    • Washer
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    • Pet-friendly
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    • x
    About this property
    Big Blue is one of Pelee Island's best kept secrets, located on the south end of the Island only 30 feet from the lake over looking South Bay. Relax in the living room or on the outside decks and enjoy the sound of the waves washing up on the beach. This Pelee landmark is a great location for... View all property information
    Location Information
    Pelee Island, Ontario N0R 1M0
    5 of 5 bubbles Reviewed 27 June 2016
    We had an absolutely fabulous time at the cottage - couldn't have been better! The weather was great - and the cottage exceeded expectations. We were in awe of the Lake views...
    5 of 5 bubbles Reviewed 2 March 2016
    We are a group of friends that have been taking a yearly "fishing" trip for over 15 years now. We usually try different places in Northern Ontario, Northern Michigan, etc, but...
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    1 / 5
    Harrow, Canada
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Stunning view from the cliffs of Colchester Harbour on Lake Erie. Warm, caring hospitality awaits you in a newly built (2012) English style cottage, provided by hosts, Dennis and Anne Beneteau. This beautiful location has been enjoyed through several generations by Anne's family and has always been... View all property information
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    Harrow, Essex N0R 1G0
    1 / 13
    4.5 of 5 bubbles (3) Very good
    McGregor, Canada
    Private Room, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Executive (B&B) Guesthouse catering to Groups and Individuals for the ultimate Getaway! - Luxury Suites w/Jacuzzi Tub - Main Floor 2,000 sq ft with Chef's Kitchen and Games Room - Wrap-a-round Porches and Upper Balcony - Warm Breakfast included - 5 star on Trip Advisor - Packages available... View all property information
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    McGregor, Essex N0R 1J0
    5 of 5 bubbles Reviewed 24 October 2016
    Spent an amazing weekend at the Guest House Get-Away in October 2016. We had four couples and took advantage of the B&B/Wine Tour/Gourmet Dinner Special. An absolutely Fantastic...
    4 of 5 bubbles Reviewed 29 August 2016
    This was my first B&B experience. The hosts(Kathy&Len) were very nice. The house is really nice especialy the pool table and darts in the living room. We played all nite. Location...
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    1 / 8
    Windsor, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Have a short term contract in Windsor or in between closing of your home? Beautiful Modern Fully furnished Upper Unit at the beginning of old walkerville. 2 bedroom, 1 bathroom. Minutes away from the river, downtown, bus station, train station, variety of great restaurants, walkerville brewery... View all property information
    Location Information
    Windsor, Ontario N9A 3L1
    1 / 4
    Windsor, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Shared Indoor Pool
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    • x
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    About this property
    2 BD condo in downtown Two bedroom fully furnished condo (including kithchenware) in well maintained building downtown Windsor, just 2 minutes work from the scenery waterfront. Amenities include central air conditioner, in-door pool, gym, sauna, storage unit, underground parking. Free laundry.... View all property information
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    Windsor, Ontario N9A 6W8
    1 / 9
    Colchester, Canada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • ?
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    • x
    About this property
    Immaculate two bedroom, three bathroom vacation home/cottage for rent. Close to the Marina, Beach, & Park. Fully equipped. 35 mins to Windsor. Enjoy fishing, wineries, Point Pelee, boating, splash pad, pirate ship playground. Surrounded by beautiful wineries, and close to beautiful towns of... View all property information
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    Colchester, Essex N0R1G0
    1 / 4
    Amherstburg, Canada
    Private Room, 4 Bathrooms, Sleeps 2 | Quick View
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    • x
    About this property
    A distinctive award winning Victorian home in the heart of downtown Amherstburg. A short walk to the waterfront park & Fort Malden, shopping and historic tourist sites. Enjoy an early morning tea or coffee in the guest floor tea room or up on the turret balcony. Join us for a full breakfast in a... View all property information
    Location Information
    Amherstburg, Ontario N9V 1W5
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    1 / 5
    5 of 5 bubbles (1) Excellent
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Secure Parking
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    • x
    About this property
    Beautiful furnished basement apartment, nice and comfortable in a nice beautiful house; situated in quiet neighborhood. The suite features wall to wall broadloom carpet, along with high quality furniture. A shopping mall is a few blocks away and transportation is close by. High speed wireless... View all property information
    Location Information
    Windsor, Ontario N8S 4J9
    1 / 26
    5 of 5 bubbles (2) Excellent
    Leamington, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • Waterfront
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    • Grill
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    • Ocean Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Welcome to Darquin Cottage on the Lake! Ideally located to take advantage of all Leamington and Essex County have to offer. Our cottage is a fantastic choice for your vacation. For those of you that enjoy keeping busy there is much to do. Erie Shores Golf and Country Club is right across the road... View all property information
    Location Information
    Leamington, Ontario N8H 0A4
    5 of 5 bubbles Reviewed 25 May 2016
    We've been surprised and touched by the warm welcome from the owners. The cottage is very clean and well equipped with virtually every thing one can think about - kitchen...
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    1 / 15
    5 of 5 bubbles (1) Excellent
    Leamington, Canada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Relax & rejuvenate in our beautiful lakeside home. Great waterfront location with gorgeous sunsets. Just down the street from Point Pelee National park and close to local wineries, this is a great Leamington vacation spot. Rent with us and enjoy complimentary access to Point Pelee Park. Main... View all property information
    Location Information
    Leamington, Ontario N8H 3V4
    5 of 5 bubbles Reviewed 3 weeks ago
    This was our third visit to this lovely cottage escape and all three times we have been in the winter. The cottage is right on the lake, it is comfortably decorated and you will...
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    1 / 12
    5 of 5 bubbles (2) Excellent
    Kingsville, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Shared Garden
    • DVD Player
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    • Satellite TV
    • Parking
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    You will love this sunny, comfortable, and relaxing guest suite. It has everything you might need to feel at home during your stay in Kingsville, Ontario. Conveniently located near Point Pelee National Park, the ferry docks for Pelee Island and Sandusky, Ohio, many wineries, beaches and historic... View all property information
    Location Information
    Kingsville, Ontario N9Y 3S3
    5 of 5 bubbles Reviewed 1 August 2016
    We couldn't have been more pleased with the accommodations. Bill was a great host and was very helpful. There was a cute bedroom, a nice tv/living area and a small, fully...
    5 of 5 bubbles Reviewed 27 August 2014
    This one bedroom suite is meticulously outfitted, no detail has been overlooked to ensure the comfort of guests who stay here. When we stayed the hosts had provided a generous...
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    1 / 5
    Lakeshore, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • x
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    • x
    About this property
    Lovely lake front cottage for rent less than two hours from Toronto. 3 bedroom sleeps 10. Running water and an outhouse. Lake Access only. Bring your boat, great fishing and swimming on Gibson Lake. Fire pit, BBQ, sun deck and dock. Only two weeks left... View all property information
    Location Information
    Lakeshore, Ontario P0K 1W0
    1 / 27
    Kingsville, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Internet Access
    • Balcony
    • Central Heating
    • Satellite TV
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Here in Kingsville on Lake Erie, "Canada's Most Southern Town" we have 4 (four) lakefront, fully furnished Cottages on 3.5 acres of on-the-water, lakefront property with over 350 feet of lake frontage. All four lakehouses are totally furnished and loaded with everything. Complete & fully loaded... View all property information
    Location Information
    Kingsville, Ontario N9Y 2S3
    1 / 15
    Leamington, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    About this property
    This cottage has a beautiful view and a sandy beach, perfect for family and friends looking to have a great time. The cottage is perfect for a relaxing vacation or getting out to practice sports like kayaking and fishing, there are also great wineries near by. Being close to Point Pelee National... View all property information
    Location Information
    Leamington, Ontario N8H 3V7
    1 / 13
    4 of 5 bubbles (9) Very good
    Pelee Island, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2016 BOOKINGS HAVE ALREADY STARTED COMING IN - please contact me asap - preference will be given to full week rentals, then first come first serve. In August of 2014 we visited Pelee Island for the first time and it was a bonafide case of love at first sight! Fair warning to anyone who's never... View all property information
    Location Information
    Pelee Island, Ontario N0R 1M0
    5 of 5 bubbles Reviewed 18 July 2016
    This little family vacation getaway with our two young children, my husband and my mother in law was absolutely fantastic! If you love rustic and the old farm house feel (our...
    3 of 5 bubbles Reviewed 20 August 2015
    We spent several days with friends in this roomy, rustic farmhouse in this laid-back, friendly community. Since my husband and I live on a small farm in rural Ontario anyway...
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    1 / 11
    Kingsville, Canada
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Porch
    • Hot Tub
    • Sauna
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    This Mettawas cottage was a summer home for Hiram Walker's son when the Walker family owned a large resort across the street in the late XIXth century. Located near the Kingsville harbour where the ferry takes visitors to Pelee Island, we are at a short drive from Point Pelee National park and from... View all property information
    Location Information
    Kingsville, Ontario N9Y 1N4
    1 / 8
    Kingsville, Canada
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    This suit was the master bedroom, with a working fire place and an ensuite bathroom with a jacuzzi tub and a standing shower, his and hers vanity and a standing shower. We have add a large private terrace on a green roof with a Lake view. It is in the same century home built for Hiram Walker son in... View all property information
    Location Information
    Kingsville, Ontario N9Y 1N4
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    1 / 21
    Colchester, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Sitting high above Lake Erie, Oxley Bluffs is a great spot. Quaint outbuildings nestled in a lovely perennial garden complement this unique 2 bedroom year round home. With renovations complete, this wine country destination offers relaxation and privacy. Just entering the gates can change one's... View all property information
    Location Information
    Colchester, Essex N0R 1G0
    1 / 16
    5 of 5 bubbles (1) Excellent
    Windsor, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    5 minutes to Detroit MI tunnel.30 min. To Detroit zoo.quiet neibourhood.Free access to the kitchen , laundry(only once a week) Many attractions in Windsor or Detroit, Michigan wait for you.Close by Restaurants and theatres. View all property information
    Location Information
    Windsor, Ontario N9A 1K4
    1 / 6
    Amherstburg, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 50 | Quick View
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    • x
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    • x
    About this property
    Beatutiful upper apartment suite looking over the pool and the river. Five minutes walk from Coopers Marine to dock your boat. Perfect place to stay and relax or just for accommodation for work purposes. Breakfast , lunch and dinner could be provided during your stay. Excotic chef on site to... View all property information
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    Amherstburg, Ontario N9V3R3
    1 / 6
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Central Heating
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    • x
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    • x
    About this property
    Cozy room, comfortable, in a nice beautiful house; situated in quiet neighborhood, very clean. Suitable for someone visiting or working in Windsor and needing a place to stay while in the city. Close to WFCU Centre, the Tecumseh mall and a few minutes from downtown. A shopping mall is a few... View all property information
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    Windsor, Ontario N8S 4J9
    1 / 15
    Amherstburg, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Willowood RV Resort's family-friendly grounds feature a playground, horseshoe pits, sand volleyball courts, an outdoor movie theater and miniature golf course. Our guests keep cool relaxing and swimming in our large pool, our kiddie pool and our splash pad area. We also pride ourselves on providing... View all property information
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    Amherstburg, Ontario N9V 2Y7
    1 / 6
    Kingsville, Canada
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    15 k from Point Pelee National Park, 4 km to Main St. Kingsville Situated half- way between Kingsville & Leamington, 40 km from Windsor/Detroit Full breakfast made to order Large bright living room, cozy sitting area for reading Large deck adjacent to living room for wine and cheese Number of... View all property information
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    Kingsville, Ontario N9Y 2M2
    1 / 9
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    FURNISHED BEDROOM FOR SINGLE PERSON AT WYANDOTTE & BANDWELL RD House location is at Wyandotte st & Banwell rd, Utilities are included with free wireless internet, basic cable TV, laundry, parking. To share the kitchen, washroom with 2 other roomates and the owner, NO PETS, NO SMOKING PLEASE, First... View all property information
    Location Information
    Windsor, Ontario N8P 1J8
    1 / 7
    Windsor, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
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    • x
    • x
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    • x
    About this property
    Cozy room, comfortable, in a nice beautiful house; situated in quiet neighborhood, very clean. Suitable for someone visiting, student or working in Windsor. Close to WFCU Centre and a few minutes from downtown. A shopping mall is a few blocks away and transportation is close by. parking and... View all property information
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    Windsor, Ontario N8S 4J9
    1 / 4
    Windsor, Canada
    1 Bedroom, 4 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    • Shared Garden
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Beautiful furnished basement apartment, marvelous and comfortable in a beautiful house; situated in quiet neighborhood.<BR><BR>The suite features beautiful broadloom, full bathroom, along with high quality furniture. A shopping mall is a few blocks away and transportation is close by.<BR><BR>High... View all property information
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    Windsor, Ontario N8S 4J9
    1 / 6
    North Ridge, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    2 bedroom condo Yonge and Sheppard 2 - 4pc bathrooms Ensuite Washer and Dryer Only 2 minute walk to the Sheppard Subway Station All Brand New Furniture Real Hardwood Floor Granite counter top and kitchen floor Stainless Steel Appliances Unobstructed West View + North View 24 hours grocery store at... View all property information
    Location Information
    North Ridge, Ontario M2N7J6
    1 / 15
    Colchester, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Central Heating
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    • x
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    • x
    About this property
    Red Grounds, a relaxing and refreshing extended stay retreat: it's a home away from home! Located in the heart of Southwestern Ontario's EPIC wine country, with access to Lake Erie private beach, this 1,100 sqft lower suite is all the comfort and luxury you want while away from home. The... View all property information
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    Colchester, Essex N0R 1G0
    1 / 21
    Colchester, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • x
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    • x
    About this property
    Red Grounds, a relaxing and refreshing extended stay retreat: it's a home away from home! Located in the heart of Southwestern Ontario's epic wine country, with access to Lake Erie private beach, this 2,200 sqft two suite duplex is all the comfort and luxury you want while away from home. Each of... View all property information
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    Colchester, Essex N0R 1G0
    1 / 4
    Windsor, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
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    • x
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    About this property
    This is the small room with floor mattress only. This Room has desk and chair. it has also a small window. the room is clean and cheap. The house of this room is located in West end of Windsor, closed to University of Windsor, and many stores, restaurants and bus stops. the tenants of this house... View all property information
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    Windsor, Ontario N9B 2H4
    1 / 24
    Kingsville, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    This is entire house, in a perfect location for a very reasonable price. If you are coming for a short pit stop, or and extended stay - position yourself close to everything - 2 blocks from the lake, walking distance to the Pelee Island ferries, a 5 minute walk from downtown Kingsville, 1 block... View all property information
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    Kingsville, Ontario N9Y 1M6
    1 / 4
    Windsor, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
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    • x
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    • x
    About this property
    This is only one clean room with closet and twin size bed. the other rooms of this house are occupied by nice and quiet tenants. the house is located near University of Windsor, many stores, Restaurants and bus stops. when you live in this room, paper for washroom use will be provided, and you can... View all property information
    Location Information
    Windsor, Ontario N9B 2H4
    1 / 5
    Windsor, Canada
    Studio, 1 Bathroom, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Downtown, By the River Bachelor fully furnished unit available in a Duplex. Centrally located, overlooking Caesar Casino,and gardens of Detroit River with walking trails for Hiking,Biking,Fishing....Shops,Restaurants, Festivals and numerous attractions are walking distance . Internet, Hydro all... View all property information
    Location Information
    Windsor, Ontario N9A 1P9
    1 / 5
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    One bedroom fully furnished apartment available in a duplex. Centrally located, overlooking Caesar Casino,and gardens of Detroit River with walking trails for Hiking,Biking,Fishing....Shops,Restaurants, Festivals and numerous attractions are walking distance . Friendly surrounding. Internet,... View all property information
    Location Information
    Windsor, Ontario N9A 1P2