Leamington vacation rentals
Vacation rentals in Leamington by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.
Leamington, Ontario, offers proximity to the stunning landscapes of Point Pelee National Park, the serene Erie Shoreline, and the bustling marina at Leamington Dock. Visitors flock to the area for birdwatching during the annual migration, exploring the Leamington Arts Centre, and enjoying the fresh produce from local farms. With Houfy, you can connect directly with local hosts in Leamington, allowing you to book and enjoy authentic local experiences. From cozy cottages along Lake Erie to spacious homes near Wheatley and Kingsville, browse a variety of rental options. The best time to visit is during the spring and fall migrations when birdwatching opportunities are at their peak.
Top-Rated Vacation Homes in Leamington
Browse the highest rated vacation properties in Leamington.
$1,106.71 CAD total for 3 nights
Nov 12 – 15, 2026
My husband and I spent 3 nights here in early August. Hearing the sound of the waves is wonderful. Very nice and updated accommodations. Would be great if one of the two beds had a firmer mattress. My husband was not able to sleep in the bed and had to sleep on the couch. We also were not able to get the jets in the spa to turn on no matter what we tried. Other than that, the home and location was very nice, and we would recommend this to friends.
$1,473.27 CAD total for 3 nights
Nov 12 – 15, 2026
1st time for all of us to visit this part of Ontario & did not expect how amazing the location & surroundings are! The private beach access is perfect where we spent the whole day & the sunset views made you feel like you were in Europe! Love how we were able to access the park as well with the park pass which allowed us to discover Point Pelee which was not in our radar at all! Pretty neat!!! Thank you Paul for being so responsive & helpful! We could not have asked for a better stay as we came up when everyone else was leaving so we had the whole area to ourselves! We will definitely be booking again!
$1,086.78 CAD total for 3 nights
Nov 15 – 18, 2026
My family and I stayed at this wonderful rental for five full days. The lake house was perfect for relaxation time, but also close to wineries, vegetable markets, and some good dining. Honestly, I could’ve stayed the whole time at the house. The furnishings were appropriate and comfortable. There was plenty of room for my family of five. The kitchen had everything we need to cook a few meals at the house. I think the area I enjoy most was right in-front of the big window that looked out onto Lake Erie. Just sitting in those chairs and looking out at the water was amazing. I would say my sons and husband enjoy the backyard the most. They were able to cast lines in the water and do some fishing. My husband said the fishing was better here than going out on a boat with a guide. They were very happy to catch and release. I would not hesitate coming back to this location. The house was wonderful, and the property managers were very easy to work with.
$1,233.25 CAD total for 3 nights
Nov 12 – 15, 2026
What an ideal spot for our mini getaway for eight adults! The cottage was clean, the deck offered beautiful views of the lake, the beds were comfy, and the location was ideal for our golfers and shoppers. We had enough space to play card games and another space to enjoy our meals together… and yet another space to sit outside while others were in the hot tub! We truly enjoyed and appreciated our home away from home! We will definitely hope to return there next year!
$4,892.83 CAD $4,212.00 CAD total for 3 nights
Apr 30 – May 3, 2027
We had a fantastic two-week stay at The Carrington Cove Lake Retreat during the spring bird migration. Being so close to Point Pelee National Park was incredibly convenient; the easy access to the park entrance allowed our group of six to head out early in the morning, return to the retreat for lunch, and easily head back out later in the day for more observations. The accommodation itself was perfect for us. We highly appreciated the spacious, open-concept design combining the kitchen, dining area, and living room. The kitchen was fully equipped with a gas stove, a large refrigerator and freezer, and plenty of counter space, all of which were put to full use during our stay. To top it all off, the outdoor patio facing the lake offered a beautiful, relaxing spot to unwind. Highly recommended for small groups and nature lovers alike!
Stayed for a couple days at the location. It was brand new. Overall I love the place because it was clean, well-organized and beautiful. The view of the lake across the street is peaceful in the morning. I'd book again if I come back next time. There's a parking lot in the back and street parking in the front. This unit is part of a townhouse block so there is ample parking. Checkout time is a bit too early. I think 11am is more reasonable but the host is quite responsive to reasonable extension.
$772.26 CAD total for 3 nights
Nov 12 – 15, 2026
We enjoyed our stay at the Dream Estate Inn in Leamington (Joy Suite). Our stay was part of a Southern Ontario road trip for our 50th anniversary. The house was quiet, clean and comfortable. We loved that it was so close to Pointe Pelee park. We especially enjoyed the common area where we could eat some of our meals. The gluten-free toaster was a nice touch (my husband is celiac). We appreciated the orange juice, bananas and other things that were provided. We also loved the yoga studio on the upper floor. All in all, a great place to stay in Leamington.
This was a great rental that i would recommend to anyone coming to the area. I have rented quite a few places for my family to stay over the years and this was definitely one of the very best. The hose was in great condition and updated to reflect current decorating and contemporary living. The people at Dream Hospitality couldnt have been any better. everyone i spoke to was very friendly and accommodating. From my initial contact helping me find a place that satisfied my very specific requests, responding kindly to a financial question i had, and patiently responding to specific questions regarding the property once i was there, everyone was the best. Like they really cared my experience was a dream. I would highy recommend Dream Hospitality and will definitely contact them next time i travel.
Recommended Homes in Leamington
Handpicked properties we think you'll love in Leamington.
Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly
$1,038.47 CAD total for 3 nights
Nov 12 – 15, 2026
Mordern 2Br Basement Suite • Kitchen • Near Point Peele
$513.30 CAD total for 3 nights
Nov 15 – 18, 2026
$2,428.53 CAD total for 3 nights
Nov 12 – 15, 2026
$1,473.27 CAD total for 3 nights
Nov 12 – 15, 2026
$1,291.82 CAD total for 3 nights
Nov 12 – 15, 2026
$1,203.94 CAD total for 3 nights
Nov 12 – 15, 2026
$5,704.72 CAD total for 3 nights
Nov 15 – 18, 2026
$1,540.81 CAD total for 3 nights
Nov 12 – 15, 2026
Vacation houses with pools in Leamington
Cool off in style with these amazing pool homes in Leamington.
$2,336.76 CAD total for 3 nights
Nov 12 – 15, 2026
$7,004.81 CAD total for 3 nights
Nov 12 – 15, 2026
Pet friendly vacation rentals in Leamington
Bring your furry friend along! Browse pet-welcoming homes in Leamington.
$1,006.81 CAD $869.08 CAD total for 3 nights
Apr 29 – May 2, 2027
$1,006.81 CAD $869.08 CAD total for 3 nights
Apr 30 – May 3, 2027
$1,107.11 CAD total for 3 nights
Nov 12 – 15, 2026
$1,107.11 CAD total for 3 nights
Nov 15 – 18, 2026
Why visit Leamington
Discover what makes Leamington a perfect vacation rental destination.
Point Pelee National Park
Renowned bird-watching and nature trails.
Visit Point Pelee National Park, only 9 km from downtown. It's perfect for birders and hikers, boasting over 370 bird species and a scenic tip that juts into Lake Erie.
Wine Tasting along Lake Erie
Experience local vineyards and wineries.
Sample wines at Pelee Island Winery, a 5-minute drive from central Leamington. Enjoy a tour and tasting session set amidst sprawling vineyard landscapes.
Explore Leamington's Heritage
Rich cultural history in a charming town.
Visit the Leamington Arts Centre located in town for exhibits showcasing regional history and the arts. Featured events and installations change regularly.
Leamington Marina Activities
Enjoy boating and fishing near the lake.
Leamington Marina, situated 2 km away, offers boating, fishing, and seasonal events. Perfect for water enthusiasts seeking a picturesque day on Lake Erie.
Where to stay in Leamington
The best areas and neighborhoods for your vacation rental in Leamington.
Waterfront District
This vibrant area is known for stunning lake views and easy access to waterfront parks. It's ideal for those who enjoy walking and spending time by the water.
Downtown Core
Packed with a variety of shops, restaurants, and cultural venues, downtown Leamington is the bustling heartbeat of the city. Everything is within walking distance.
Uptown Commercial
A new development area catering to business professionals and tech-savvy travelers. Modern amenities and commercial spaces abound.
East End Residential
A peaceful residential area with tree-lined streets, ideal for families looking for a quieter visit. Home to several parks and playgrounds.
Find Leamington vacation rentals that suit your style
Vacation homes, cottages, condos and more — pick the kind of Leamington vacation rental you want, then book it direct with the host.
Leamington vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Leamington vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Leamington
All within driving distance of Leamington vacation rentals.
Point Pelee National Park
Offers hiking and bird-watching opportunities with trails leading to a unique sandspit. · 9 km
Pelee Island Winery
Famous for local wine tastings and vineyard tours in a scenic setting. · 2 km
Seacliff Park
Features landscaped gardens and picnic areas with stunning views of Lake Erie. · 3 km
Leamington Skate Park
A popular spot for younger visitors offering ramps and rails for skaters. · 1.5 km
Leamington Arts Centre
Hosts diverse art exhibits and cultural events throughout the year. · 0.5 km
Uptown Leamington
A shopping hotspot with a mix of big brands and local boutiques. · 1 km
Best Time to Visit Leamington
Leamington offers mild summers with highs around 80°F, and cold winters. Best to visit in June to September for pleasant weather.
For lower prices and fewer crowds, November to March is the best time to book.
Getting to and around Leamington
Leamington offers various convenient transport options making it easy to navigate the city and its surroundings.
- WINDSOR INTERNATIONAL AIRPORT
- Located 45 km away, offers regional flights and car rental services.
- CAR RENTALS
- Available in town, providing flexible access to local attractions at your own pace.
- BIKE TRAILS
- Extensive trails available by the lakeside and through town parks, perfect for leisurely exploration.
Similar vacation rentals near Leamington
Homes within 60 miles of Leamington, from verified hosts.
$857.42 USD total for 3 nights
Nov 15 – 18, 2026
$674.00 USD total for 3 nights
Nov 12 – 15, 2026
$348.50 USD total for 3 nights
Nov 12 – 15, 2026
$703.56 USD total for 3 nights
Nov 14 – 17, 2026
$960.50 CAD total for 3 nights
May 7 – 10, 2027
$2,741.16 USD $2,612.05 USD total for 14 nights
Jan 9 – 23, 2027
$738.88 USD $663.64 USD total for 3 nights
Nov 12 – 15, 2026
$896.00 CAD total for 3 nights
Nov 15 – 18, 2026
The North Shore Beach Escape | Saltwater Pool | Hot Tub | Kayaks
$2,664.53 CAD total for 3 nights
Nov 16 – 19, 2026
$334.96 CAD total for 3 nights
Nov 15 – 18, 2026
Ruby's private 2-bedroom home with parking. Recently renovated with flooring.
$371.00 USD total for 3 nights
Nov 12 – 15, 2026
Explore near Leamington
Cities and towns within driving distance of Leamington, each bookable direct with the host.
Why guests book on Houfy
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
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Itemised pricing
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More vacation rental destinations around Leamington
Frequently asked questions
Quick answers about booking vacation rentals in Leamington and what direct booking on Houfy actually means.
In Leamington, the average cost for vacation rentals ranges from CAD $100 to CAD $300 per night depending on the location and amenities.
Yes, many vacation rentals in Leamington are pet-friendly. Be sure to use filters on Houfy to find listings that accommodate pets.
Popular choices include the Waterfront District for stunning views and Downtown Core for easy access to shops and restaurants.
The best time to visit Leamington is between April and October when the weather is ideal for exploring outdoor attractions.
Leamington offers diverse rental properties including waterfront cottages, modern condos, and family-friendly homes.
Vacation rentals often provide more space and privacy at a competitive rate, ideal for families or longer stays.
Don't miss a visit to the Leamington Tomato Festival held each summer, celebrating the region's rich agricultural heritage.
Houfy is a vacation rental platform that allows direct communication with property owners, offering a straightforward booking process.
Yes, Houfy is safe. It enables direct bookings with property owners ensuring guests pay the listed price directly.










































































































































































