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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.

Decked Out Beach House | Hot Tub

2 bd·1 ba
5· 166

$1,106.71 CAD total for 3 nights

Nov 12 – 15, 2026

Very nice location and amenities
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.
H. S. · Stay August 2024

Sandside Beach House | Hot Tub

2 bd·1 ba
5· 49

$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!
M. · Stay September 2024

Pelee View Lake House

3 bd·1½ ba
5· 43

$1,086.78 CAD total for 3 nights

Nov 15 – 18, 2026

Outstanding rental!
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.
S. W. · Stay July 2023

Rose Cottage On The Lake

4 bd·2 ba
5· 17

$1,233.25 CAD total for 3 nights

Nov 12 – 15, 2026

Comfy, clean and great location!
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!
S. · Stay June 2026

Carrington Cove Lake House

4 bd·2½ ba
5· 3

$4,892.83 CAD $4,212.00 CAD total for 3 nights

Apr 30 – May 3, 2027

Exceptional Location and Great Amenities near Point Pelee
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!
D. · Stay May 2026

Lakeview Condo @ 171 | Unit 5

3 bd·2½ ba
5· 8
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.
S. · Stay July 2024

The Joy Suite @ Dream Estate Inn & Retreat House

1 bd·1 ba
5· 2

$772.26 CAD total for 3 nights

Nov 12 – 15, 2026

Great place to stay in Leamington
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.
J. · Stay May 2026

Peaceful Point Lakehouse | Hot Tub

3 bd·2 ba
5· 2
Fantastic Experiance
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.
R. · Stay May 2026

Recommended Homes in Leamington

Handpicked properties we think you'll love in Leamington.

Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly

3 bd·1½ ba
4.88· 201

$1,038.47 CAD total for 3 nights

Nov 12 – 15, 2026

Mordern 2Br Basement Suite • Kitchen • Near Point Peele

2 bd·1 ba
4.89· 92

$513.30 CAD total for 3 nights

Nov 15 – 18, 2026

Casa Del Lago Beach House | Hot Tub

3 bd·2 ba
4.88· 112

$2,428.53 CAD total for 3 nights

Nov 12 – 15, 2026

Julia Kennedy Beach House | Hot Tub

3 bd·1 ba
4.87· 90

$1,473.27 CAD total for 3 nights

Nov 12 – 15, 2026

Erie Shores Lakehouse | Hot Tub

3 bd·2 ba
4.89· 102

$1,291.82 CAD total for 3 nights

Nov 12 – 15, 2026

KingFisher Lakehouse | Hot Tub

3 bd·2½ ba
4.87· 86

$1,203.94 CAD total for 3 nights

Nov 12 – 15, 2026

On Point Pelee Beach House | Hot Tub | Sauna

3 bd·3 ba
4.87· 61

$5,704.72 CAD total for 3 nights

Nov 15 – 18, 2026

Sunset Beach Escape Lake House | Hot Tub

2 bd·1½ ba
4.93· 44

$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.

The HoriZen | Saltwater Pool | Hot Tub

3 bd·1½ ba

$2,336.76 CAD total for 3 nights

Nov 12 – 15, 2026

Vogue Vista Lake Estate | Saltwater Pool

6 bd·5½ ba

$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.

Red Jelly Bean Beachfront Cabin

2 bd·0½ ba
4.76· 38

$1,006.81 CAD $869.08 CAD total for 3 nights

Apr 29 – May 2, 2027

Green Jelly Bean Beachfront Cabin

2 bd·0½ ba
4.71· 42

$1,006.81 CAD $869.08 CAD total for 3 nights

Apr 30 – May 3, 2027

Wait 'n Sea Lake House

2 bd·1 ba
4.83· 18

$1,107.11 CAD total for 3 nights

Nov 12 – 15, 2026

Sunroom Shores Lake House | Hot Tub

4 bd·2 ba

$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.

Best for: nature lovers, families, outdoor enthusiasts

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.

Best for: shopping, nightlife, foodies

Uptown Commercial

A new development area catering to business professionals and tech-savvy travelers. Modern amenities and commercial spaces abound.

Best for: business travelers, modern amenities seekers

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.

Best for: families, long-term stays, peace seekers

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.

Best weatherFeb
Best valueNov – Mar

NovNow

45°F7°C

Rainfall Moderate

Demand Low

Dec

34°F1°C

Rainfall Low

Demand Low

Jan

32°F0°C

Rainfall Moderate

Demand Low

Feb

34°F1°C

Rainfall Low

Demand Low

Mar

42°F6°C

Rainfall Moderate

Demand Low

Apr

55°F13°C

Rainfall Moderate

Demand Mid

May

67°F19°C

Rainfall Moderate

Demand Mid

Jun

77°F25°C

Rainfall Moderate

Demand Peak

Jul

81°F27°C

Rainfall Moderate

Demand Peak

Aug

79°F26°C

Rainfall Moderate

Demand Peak

Sep

72°F22°C

Rainfall Moderate

Demand Mid

Oct

60°F16°C

Rainfall Moderate

Demand Mid

Getting to and around Leamington

Leamington offers various convenient transport options making it easy to navigate the city and its surroundings.

Airports
WINDSOR INTERNATIONAL AIRPORT
Located 45 km away, offers regional flights and car rental services.
Driving
CAR RENTALS
Available in town, providing flexible access to local attractions at your own pace.
Biking
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.

Happy Bungalow: Book Direct! Walk to Town|Gameroom

3 bd·2 ba
5· 117

$857.42 USD total for 3 nights

Nov 15 – 18, 2026

Aesthetic ranch style home with modern furnishings

3 bd·1 ba
5· 164

$674.00 USD total for 3 nights

Nov 12 – 15, 2026

Adorable Tiny House in Toledo, Ohio

1 bd·1 ba
4.97· 34

$348.50 USD total for 3 nights

Nov 12 – 15, 2026

HappyLittleHouse: Book Direct! King|Near Oakland U

3 bd·1 ba
5· 62

$703.56 USD total for 3 nights

Nov 14 – 17, 2026

Bella Vista - Cedar Island Kingsville, Lakefront!

2 bd·1 ba
5· 86

$960.50 CAD total for 3 nights

May 7 – 10, 2027

Toledo close 2 King, fenced yard

3 bd·1½ ba
4.98· 53

Spacious home in Royal Oak near Beaumont

3 bd·1½ ba
5· 20

$2,741.16 USD $2,612.05 USD total for 14 nights

Jan 9 – 23, 2027

Historic LaSalle Gardens Home "The Juliet"

3 bd·1 ba
4.97· 36

$738.88 USD $663.64 USD total for 3 nights

Nov 12 – 15, 2026

E&S Lake House Retreat

3 bd·2 ba
5· 20

$896.00 CAD total for 3 nights

Nov 15 – 18, 2026

The North Shore Beach Escape | Saltwater Pool | Hot Tub | Kayaks

4 bd·2½ ba
4.95· 20

$2,664.53 CAD total for 3 nights

Nov 16 – 19, 2026

Cozy Private Queen Suite

1 bd·1 ba
4.81· 32

$334.96 CAD total for 3 nights

Nov 15 – 18, 2026

$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.

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