Vacation rentals with a pool in Lakeshore

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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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Guest favorite

The exterior of a modern cottage is displayed, featuring a patio area with seating for four under a shaded umbrella, a lounge area with cushioned seating, and easy access to the surrounding greenery. Large windows reflect the natural light, while a serene pond is visible in the background.

Cottage in Lakeshore

4.95 out of 5 average rating, 58 reviews

Cottage @ Rochester Place Golf Club and Resort

Modern cottage located on a pond with view of the 17th green in Rochester Place Golf Club and Resort. Guests have called our location serene as it is one of the most private cottages in the resort. Open concept with 2 bedrooms; sleeps 6 including a sofa bed. Dock your boat on the resort's canal where you then have access to beautiful Lake St. Clair. Golf on the 18 hole championship course. Enjoy a BBQ on our beautiful patio or take advantage of the many family amenities the resort has to offer.

Top guest favorite

A well-maintained cottage with a gray exterior is surrounded by a landscaped yard. Colorful blue chairs are arranged around a firepit, set on a gravel area. A patio door leads into the cottage, while lush green trees provide shade on a clear day.

Cottage in Belle River

4.95 out of 5 average rating, 44 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!

Superhost

A spacious living area showcases comfortable seating and a modern kitchen with essential appliances. The outdoor patio features cozy furniture under a large umbrella, perfect for relaxation. Lush greenery surrounds the area, emphasizing the tranquility of the private resort setting.

Place to stay in Belle River

4.84 out of 5 average rating, 37 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!

Guest favorite

Home in Erie

4.94 out of 5 average rating, 232 reviews

4) Jan-Feb Discounts! Hot Tub/ Lakefront

Hello, we are Scott and Jennifer your hosts. We are proud to say we have the most booked homes in the area. When walking into our homes you will hear soothing classical music. Go to the refrigerator and help yourself to a cold drink. take a dip in the nice warm hot tub, take advantage of the nice warm robes provided for you. Our beds are second to none. Premium mattresses, goose down comforters, goose down pillows. We also have a laundry facility to be sure linens are spot free and sanitized.

Superhost

Home in Riverside

4.8 out of 5 average rating, 182 reviews

Beautiful Oasis w/Heated Private Pool & Sunroom!

*HEATED POOL IS OPEN APRIL 1 - OCT 31* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

Superhost

An indoor pool area features a large saltwater swimming pool with an attached hot tub. Modern lighting illuminates the high wood-paneled ceiling, while a double-sided fireplace offers warmth. Stylish seating options are arranged nearby, creating an inviting space for relaxation and enjoyment.

Home in Shelby Township

4.9 out of 5 average rating, 183 reviews

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

Top guest favorite

The tranquil outdoor area features a heated in-ground plunge pool illuminated in blue light, with steps leading into the water. Soft lights adorn the surrounding fence, and comfortable seating is arranged nearby, creating a serene space for relaxation under the evening sky.

Barn in Kingsville

4.99 out of 5 average rating, 89 reviews

Private Nature Resort w/ Event Space, Pool & Sauna

Escape to Kings Woods Lodge — your private retreat on 55 forested acres in Ontario wine country! Immerse yourself in nature and enjoy a heated plunge pool, barrel sauna, screened lounge, and endless games. Inside, find a chef’s kitchen, cozy fireplace, smart TVs and woodland themed bedrooms. Host unforgettable events in our elegant forest-view venue for up to 80 guests—perfect for boutique weddings, showers, birthdays, and more. Nature, luxury, and connection all in one stunning getaway.

Guest favorite

The exterior of a brick bungalow is visible, framed by a variety of lush greenery and colorful flower beds. A small set of steps leads to the entrance, which is accentuated by a welcoming porch and neatly arranged planters.

Guest suite in Windsor

4.92 out of 5 average rating, 118 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

Top guest favorite

A large inground pool is surrounded by lush greenery and well-maintained landscaping. The clear blue water is framed by a spacious deck, with a few lounge chairs positioned nearby. Vibrant white flowers and colorful plants add to the serene outdoor setting.

Apartment in Duart

4.95 out of 5 average rating, 283 reviews

Troll Hill

Beautiful country apartment located in a woodlot between Chatham and London. Apartment is detached from main house and has a spacious deck surrounding it overlooking the forest. It also has a small cabin for the second bedroom that is accessible from March to October. There is a large inground shared pool, outdoor sauna, yard and walking trails nearby for nature lovers. Apartment and cabin are fully furnished and both have Wi-Fi. It’s located about 15 minutes from Rondeau provincial park.

Guest favorite

An aerial view captures a spacious outdoor area featuring a blue swimming pool surrounded by landscaped gardens. Several shaded seating areas are visible, along with a gazebo and a patio. Trees provide a lush backdrop, creating a serene environment for relaxation.

Home in LaSalle

4.92 out of 5 average rating, 107 reviews

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

Superhost

A comfortable living area features a beige futon and a light yellow sofa, complemented by a small dark wood table and a cozy area rug. Natural light enters through a large window, illuminating the space and highlighting the wall-mounted television and fireplace.

Condo in Royal Oak

4.81 out of 5 average rating, 145 reviews

*the Michigander* Entire Queen BR suite! @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 ✅️Self check in ✅️free parking ✅️private porch entrance ✅️full high end kitchen ✅️tall ceiling living room ✅️Fireplace ✅️separate bedroom with new queen memory foam firm mattress ✅️free in suite laundry ✅️full granite and tile bathroom. ✅️Access to shared patio hot tub! ✅️Linens, soaps ✅️coffee, tea, breakfast ✅️Netflix

Guest favorite

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

4.92 out of 5 average rating, 380 reviews

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.