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Vacation rentals with a pool in Lakeshore

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lakeshore

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Home in Windsor, Canada

4.84 out of 5 average rating, 135 reviews

The Modern Oasis: Beautiful Home w/Pool & Sunroom!

*POOL IS OPEN MAY 1 - SEPT 30* Enjoy the LUXURIOUS feel of a spacious, modern home! Beautifully decorated and featuring over 3500 sq.ft of living space! Designed with open-concept and modern approach, this home features new and chic furniture, a state-of-the-art kitchen and a unique, high-ceiling, spacious sunroom! One of the largest Airbnbs in Windsor! An updated kitchen, a king bed, a 15x30 in-ground oval pool and SO MUCH MORE! Come home and nestle in the warmth of this clean & comfy home!

Apr. 29 – May 6

$265 CAD per night

Guest favourite

Cottage in Belle River, Canada

4.91 out of 5 average rating, 23 reviews

Hummingbird Haven Cottage - Rochester Place Resort

Make some memories at this unique and family-friendly place. Families, fisherman and couples will love Rochester Resort. It has something for everyone. Included is a heated pool, boat ramp, firepit and patio on sight, playground, weekly entertainment and kids activities. Also available for $ is an 18 Hole Golf Course, Boat Docks, Golf Cart rentals, snack store, Parkside Grille Restaurant and Patio and extra firewood. Be sure to keep an eye on the Hummingbird Feeders for their frequent visitors!!

Jun. 17 – 24

$239 CAD per night

Guest favourite

Barn in Tilbury, Canada

4.93 out of 5 average rating, 46 reviews

Cowbarn Cabin

We have converted this cow barn into a charming open concept country cabin, 5 mins from the 401. Relax with your morning coffee on the patio or on the raised pool deck watching the sun rise overlooking the countryside. Enjoy the warm glow of the gas fireplace while watching TV and sitting on the leather reclining loveseat. For the fishermen, you are 5 mins to 2 boat launches that enter the Thames River into Lake St. Clair, ample parking for vehicles, boats, trailers and outside hydro outlets.

Dec. 3 – 10

$153 CAD per night

Guest favourite

Apartment in Tecumseh, Canada

4.94 out of 5 average rating, 82 reviews

Sunsets on Shawnee - Executive Apt w/ Heated Pool

January 2023 : Wednesday nights are discounted an extra 20+% Minutes from Windsor / Detroit, this spacious Tecumseh apartment is for couples, executives and small families looking to escape to a quiet location. It is fully equipped, with high speed internet, work space, complete kitchen, dining room, bathroom with shower and its own laundry facilities. Our heated salt water pool (in season) and backyard are accessible to our registered guests. This Includes use of our large BBQ on request.

Jul. 29 – Aug. 5

$152 CAD per night

Guest favourite

Home in Kingsville, Canada

5.0 out of 5 average rating, 14 reviews

Modern lake-town cottage

The perfect place to enjoy all that this little town on the lake has to offer! Two blocks from the best restaurants in the area, a local coffee roaster, and a wellness spa. Seven blocks from Lake Erie, on the wine route close to 14 wineries & breweries, and a prime spot for bird enthusiasts. Welcome to this newly renovated 2-bed, 2-bath home in Kingsville, the southern most town in Canada! Enjoy your morning coffee poolside from the walk-out deck, hike or bike the Greenway or the at-home Peloton

Guest favourite

Condo in Royal Oak, Michigan, US

4.94 out of 5 average rating, 108 reviews

*Zen* Entire King suite w rooftop spa, @MicroLux

MicroLux micro hotel Center of it all Walk to downtown restaurants nightlife all around Walk to a park or 2 or the Detroit zoo! Included with your stay: ✅️Stunning upper terrace with private hot tub ✅️Bathrobe/slippers ✅️Hot massage stones ✅️Tranquility fountain ✅️Heated tile ✅️Full luxury kitchen ✅️King bed with new memory foam mattress ✅️Queen sleeper sofa ✅️Shared patio access ✅️Fireplace ✅️Netflix/HBO ✅️Premium water and tea ✅️Mood lighting ✅️Coffee and breakfast ✅️Gym use Experience Zen

Jun. 4 – 11

$259 CAD per night

Guest favourite

Place to stay in Belle River, Canada

4.88 out of 5 average rating, 16 reviews

Whitty’s at Rochester Boat•Golf •Fish•Swim

Everything provided, cottage is situated in a private resort on the 16th green of a premier public golf course. 1 bedroom and easily sleeps 4, including a sofa bed. Beautiful backyard includes patio with furniture, outdoor dinning, bbq & fire pit. Easy access to boat launch & wells, outdoor pool & playground. Minutes walk to Parkside Grille 5 star restaurant with lounge and live music. Enjoy scenic ecosystem of river & lake access to boat, fish, paddle on Lake St.Clair. Sandy beach nearby!

Mar. 31 – Apr. 7

$306 CAD per night

Home in Belle River, Canada

4.81 out of 5 average rating, 62 reviews

3 bedroom w.POOL/golf course

Escape to the stunning getaway in St. Joachim, ideally situated just 5 min from the 401, and a short 20min drive to Windsor. Canal front property offers an array of activities. Enjoy snowmobiling, fishing, corn hole, hot tubbing, paddle boarding, kayaking, or golf course only 3 minutes away. Prepare delicious meals in our fully-equipped kitchen, and make use of the convenience of a laundry room. Additional basement space is available, featuring a TV room, and a BBQ can be arranged for fee.

May 27 – Jun. 3

$331 CAD per night

Guest favourite

Guest suite in Windsor, Canada

4.92 out of 5 average rating, 105 reviews

Covid Clean 2 bdrm Entire Lower Level Sport Themed

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Sep. 4 – 11

$104 CAD per night

Guest favourite

Barn in Kingsville, Canada

4.98 out of 5 average rating, 43 reviews

Kings Woods Lodge - Pool + Sauna + Firepit + Games

Welcome to Kings Woods Lodge, an unforgettable escape in the heart of Ontario's renowned wine country! This stunning luxury lodge is located on a 55-acre estate and offers a serene sanctuary with breathtaking forest views. Immerse yourself in nature while enjoying the lavish comforts & amenities that this exceptional property has to offer. Whether you're seeking a peaceful getaway, small event space or a memorable vacation with friends & family, Kings Woods Lodge is the perfect destination!

Mar. 8 – 15

$477 CAD per night

Guest favourite

Guesthouse in Chatham-Kent, Canada

5.0 out of 5 average rating, 40 reviews

Little Country Charmer

Enjoy some relaxation while soaking up the country side in this one bedroom apartment located in the midst of a hobby farm. Watch the ducks and chickens roam free while you enjoy a unique outdoor space. The country view from the balcony outside the upstairs' bedroom is unique and very beautiful. The downstairs outdoor sitting room by the pool has a charm all its own. You can also have a campfire in The Pavillion! There's firepit and pizza oven in the pavilion, very relaxing experience!

Jul. 19 – 26

$164 CAD per night

Guest favourite

Cottage in Lakeshore, Canada

4.95 out of 5 average rating, 43 reviews

Cottage @ Rochester Place Golf Club and Resort

"Unique modern cottage located on a pond with view of the 17th green in Rochester Place Golf Club and Resort. Open concept with 2 bedrooms; sleeps 6 including a sofa bed. Dock your boat on the resort's private canal where you then have access to fishing and boating on Lake St. Clair. Spend a day golfing on the completely renovated 18 hole championship course culminating in a relaxing BBQ on our beautiful patio or visit the 5 star restaurant and patio overlooking the golf course."

Oct. 2 – 9

$249 CAD per night

Vacation rentals for every style

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Popular amenities for Lakeshore rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Kingsville, Canada

4.79 out of 5 average rating, 14 reviews

Orchard House across from Pelee Island Winery

May 22 – 29

$415 CAD per night

Home in Windsor, Canada

4.67 out of 5 average rating, 3 reviews

Memories to Remember/free parking/upper unit

Mar. 9 – 16

$262 CAD per night

Guest favourite

Home in Beverly Hills, Michigan, US

5.0 out of 5 average rating, 19 reviews

5 bedroom basketball court/hot tub/sauna

May 9 – 16

$1,261 CAD per night

Guest favourite

Home in Kingsville, Canada

4.94 out of 5 average rating, 65 reviews

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

Feb. 2 – 9

$514 CAD per night

Guest favourite

Home in Toledo, Ohio, US

4.95 out of 5 average rating, 20 reviews

Glam and Cozy-3 BR Twin plex

Feb. 24 – Mar. 3

$230 CAD per night

Home in Amherstburg, Canada

4.87 out of 5 average rating, 38 reviews

Cottage Escape by the Water

Sep. 4 – 11

$367 CAD per night

Guest favourite

Home in Pleasant Ridge, Michigan, US

5.0 out of 5 average rating, 19 reviews

Luxury Home In Pleasant Ridge

Aug. 7 – 14

$541 CAD per night

Guest favourite

Home in Bloomfield Township, Michigan, US

4.95 out of 5 average rating, 21 reviews

Stunning design in bright & spacious home!

Jan. 16 – 23

$597 CAD per night

Condo rentals with a pool

Guest favourite

Condo in Warren, Michigan, US

4.86 out of 5 average rating, 22 reviews

Quiet, Clean One-Bedroom Condo

Jul. 15 – 22

$98 CAD per night

Guest favourite

Condo in Clinton Township, Michigan, US

4.94 out of 5 average rating, 32 reviews

Lakeview Cozy Townhouse 5 min from Hall Road

Jan. 28 – Feb. 4

$246 CAD per night

Guest favourite

Condo in Middle Bass, Ohio, US

4.85 out of 5 average rating, 20 reviews

LakeErie Waterfront Condo(7 days or more 25% disc)

Oct. 14 – 21

$212 CAD per night

Condo in Allen Park, Michigan, US

4.71 out of 5 average rating, 42 reviews

Cozy Condo fully furnished!

Sep. 27 – Oct. 4

$118 CAD per night

Condo in Canton, Michigan, US

5.0 out of 5 average rating, 5 reviews

2-bedrooms 2-bath condo w/ pool

Aug. 2 – 9

$261 CAD per night

Condo in Canton, Michigan, US

5.0 out of 5 average rating, 6 reviews

Luxury Condo in the Heart of Canton

Aug. 23 – 30

$515 CAD per night

Condo in Detroit, Michigan, US

5.0 out of 5 average rating, 3 reviews

Lovely one bedroom condo with International Views

Nov. 5 – 12

$404 CAD per night

Condo in Detroit, Michigan, US

4.72 out of 5 average rating, 18 reviews

Luxury downtown condo

Apr. 5 – 12

$283 CAD per night

Quick stats about vacation rentals with a pool in Lakeshore

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
$41 CAD before taxes and fees

Destinations to explore