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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 / 12
    5 of 5 stars (1) Excellent
    Kingsville, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 38
    5 of 5 stars (4) Excellent
    Leamington, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 27
    4 of 5 stars (4) Very good
    Kingsville, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 10 | Quick View
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    Lakeshore, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • ?
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    About this property
    This warm & cozy, large, 3 bedroom cottage is located on the shoreline of Lake St Clair with unobstructed waterfront views as far as the eye can see. A prime spot for families children & their pets, nature enthusiast, anglers, photographers, & more! Natural beach enclosed by jettys on either side.... View all property information
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    Lakeshore, Ontario N0R2L0
    1 / 22
    5 of 5 stars (9) Excellent
    Leamington, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    When you stay at Anchors Away, you have the private use of a comfortable, fully furnished main floor of a house. With two bedrooms, a living room, a kitchen/dining area, and a relaxing three-season room that looks out onto the back porch, there is a lot of room to spread out! The rental area of... View all property information
    Location Information
    Leamington, Ontario N8H5R4
    5 of 5 stars Reviewed 5 January 2016
    We had a lovely stay at this property. It is clean, very well maintained, equipped with absolutely everything and located close to stores and restaurants. We would definitely...
    4 of 5 stars Reviewed 30 November 2015
    My sister and I wanted to find a place close to home (but not too close) just to get away together. We were fortunate enough to find Anchors Away and we were glad we did...
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    1 / 31
    5 of 5 stars (7) Excellent
    Lakeshore, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
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    • ?
    About this property
    Looking for a relaxing vacation away from the city? Or how about an exciting fishing getaway? You'll find it all here in Lighthouse Cove, Essex County's “hidden jewel”. Located on Lake St. Clair, at the mouth of the Thames River, come and enjoy the most incredible sunsets from the comfort of a... View all property information
    Location Information
    Lakeshore, Ontario N0P 2L0
    5 of 5 stars Reviewed 9 September 2015
    Thank you Stacy and Ken! Your cottage provided everything we were looking for in our weekend getaway: dog friendly, quiet, lake front, gas grill. The pool table and access to the...
    5 of 5 stars Reviewed 4 August 2015
    Stayed at this cottage with my family and we were so amazed. The sunsets were incredible over Lake St.Claire. We were so happy with the amenities at the cottage which were...
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    Lakeshore, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Patio
    • Wi-Fi
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    • Sauna
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
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    About this property
    *Cottage4Me is welcoming the addition of a NEW location December 2014. If your vacation dates are booked on our calendar, contact us as we likely can accommodate you at the new location * Why Should You Stay At Cottage4Me? More Room + More Amenities = MORE FUN! 1. Outstanding Location: Set one... View all property information
    Location Information
    Lakeshore, Ontario N0R2L0
    1 / 26
    5 of 5 stars (1) Excellent
    Leamington, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Waterfront
    • Wi-Fi
    • Grill
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    • Ocean Views
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Welcome to the completely renovated 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... View all property information
    Location Information
    Leamington, Ontario N8H 0A4
    5 of 5 stars Reviewed 20 July 2015
    The cottage is cozy, very well maintained and well decorated. We had a great week of relaxation with plenty of options for things to do in Leamington area. The owner is great...
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    Windsor, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $306
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    • DVD Player
    • Shared Indoor Pool
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    • Smoking allowed
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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
    Location Information
    Windsor, Ontario N9A 6W8
    Windsor, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $143
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    About this property
    Hi Welcome to Lee's House! Hoping you all enjoy your summer vacation! Here we have a special offer for your stay in Windsor: $140 Per Night/ Max. 6 People Free Hi-Speed- WiFi Free Parking Free Cleaning Service Minimum Five Night Stay. This 4 bedrooms house is beautifully decorated, Very good... View all property information
    Location Information
    Windsor, Ontario N9M2M4
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    1 / 13
    3.5 of 5 stars (8) Average
    Pelee Island, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Housekeeping...
    • Washer
    • Grill
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Porch
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    **UPDATE** 2015 SEASON IS NOW CLOSED - 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!... View all property information
    Location Information
    Pelee Island, Ontario N0R 1M0
    3 of 5 stars 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...
    3 of 5 stars Reviewed 19 August 2015
    We arrived on Thursday after the Pelee ferry ride, and left on Sunday. The cottage is vintage for sure, but had the basic essentials in kitchen and bathroom. Plenty of room for...
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    Windsor, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $3,980
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    • Elder access
    • x
    About this property
    Offers you more than just a pleasant home in a historic building; it offers the ultimate convenience. Just minutes from the University of Windsor, Devonshire Mall with Ciniplex movie theatre, and the USA Canada Ambassador bridge, you'll have no trouble getting everything done. Once you're ready to... View all property information
    Location Information
    Windsor, Ontario N9A6H3
    Leamington, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $995
    / Week
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    • Grill
    • Waterfront
    • Patio
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    • ?
    About this property
    Enjoy Lake Erie sunsets and cool breezes while sitting on the deck after golfing at Erie Shores Golf Course. You will be staying across from the 18th hole. Or spend the day birding at Point Pelee National Park which is a 5 minute drive away. This area of Ontario is known for its many golf courses... View all property information
    Location Information
    Leamington, Ontario N0P
    North Ridge, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $3,689
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    From
    $176
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    • x
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    • ?
    About this property
    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
    From
    $158
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    • Satellite TV
    • Porch
    • Hot Tub
    • Sauna
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    Amherstburg, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    $355
    / Week
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    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Move in Feb-March 2016 smaill 2 bedroom upper unit apartment. Utilities are included plus internet. Looking for either long-term or short term. Perfect apartment for a senior, single parent or student. First and last month required. Pool in the backyeard. No pets and non smoker preferred. Your more... View all property information
    Location Information
    Amherstburg, Ontario N9V 3R3
    Harrow, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $306
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    • Child-friendly
    • x
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    • Elder access
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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
    Location Information
    Harrow, Essex N0R 1G0
    Lakeshore, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Waterfront cottage with great view of the creek and the wildlife that surround it. This is not a large house but can accommodate up to 4 people. There is a gazebo with out door wood fired bbq and a natural gas bbq, along the water there is a small deck area. The parking is concrete and can... View all property information
    Location Information
    Lakeshore, Ontario N8N 3S2
    1 / 5
    5 of 5 stars (1) Excellent
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
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    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
    5 of 5 stars Reviewed 26 December 2013
    I enjoyed my stay at the Suite. The facilities were great and I had everything I needed. The Suite was very clean, the bathroom was very clean and I had a great time.
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    McGregor, Canada
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    $694
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    • Parking
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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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
    Location Information
    McGregor, Essex N0R 1J0
    Windsor, Canada
    1 Bedroom, 4 Bathrooms, Sleeps 2 | Quick View
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    $35
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    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Beautiful furnished basement apartment, marvelous and comfortable in a beautiful house; situated in quiet neighborhood. 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. High speed... View all property information
    Location Information
    Windsor, Ontario N8S 4J9
    Amherstburg, Canada
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    $158
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    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
    Windsor, Canada
    Studio, 1 Bathroom, Sleeps 1 | Quick View
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    $102
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    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This fabulous fully equipped executive bachelor suite is located in an upscale area of Windsor. It is located in a quiet area with a park across the street. offers all the amenties private entrance, washer/ dryer as well as a fireplace, FREE wii fii, parking Close to major highways, expressways,... View all property information
    Location Information
    Windsor, Ontario N9G2V3
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    $20
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    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    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
    Location Information
    Windsor, Ontario N8S 4J9
    Leamington, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $1,633
    / Week
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    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Patio
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • 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
    Windsor, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    $16
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    • Central Heating
    • Wi-Fi
    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    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 and a few minutes from downtown. A shopping mall is a few blocks away and... View all property information
    Location Information
    Windsor, Ontario N8S 4J9
    From
    $153
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    • Washer
    • Internet Access
    • DVD Player
    • Parking
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Downtown, By the River Small studio fully furnished 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
    Colchester, Canada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $204
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    • Hot Tub
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Balcony
    • DVD Player
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
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    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
    Location Information
    Colchester, Essex N0R1G0
    Kingsville, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $67
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    • DVD Player
    • Satellite TV
    • Washer
    • Parking
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
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    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
    Location Information
    Kingsville, Ontario N9Y 2M2
    LaSalle, Canada
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    From
    $216
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    • Grill
    • Balcony
    • Mountain Views
    • Satellite TV
    • Washer
    • Secure Parking
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
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    About this property
    We are surrounded by vineyards, French chateaux, an area of natural outstanding beauty. We are near the village of Lasalle and in between Anduze and St Hippolyte du Fort. This is a calm, relaxing and rejuvenating part of France and a stay of 2 or 3 nights would best suit to take in the peace and... View all property information
    Location Information
    LaSalle, Ontario 30460