Family-friendly holiday rentals in Lakeshore

4.99 out of 5 average rating, 121 reviews

A spacious deck is featured in front of the cottage, equipped with a seating area and umbrellas for shade. The sandy beach leads to the lakefront, while the cottage's large windows provide views of the outdoors and the surrounding trees contribute to a serene setting.

Cottage in Kingsville

"Willow Soul" newly renovated beach front cottage

Willow Soul sits on a beautiful sandy beach, facing breathtaking views of Lake Erie. This quaint little Island is located with just a 5-minute drive to uptown Kingsville. Bustling with amazing restaurants, specialty shops, salons, winery, marina, golfing, and charter fishing services. The cottage has high-speed fibre optics, cable, air conditioning, antenna and open4 seasons Free 2 car parking diagonally on 5th boulevard. At the end of your day relax in this newly renovated beachfront cottage.

4.92 out of 5 average rating, 129 reviews

A landscaped outdoor area showcases a serene pool surrounded by lush greenery and decorative rocks. A pathway of stone pavers leads to a shaded seating area with an outdoor gazebo. Vibrant fall foliage frames the scene, adding warm color to the tranquil setting.

Home in LaSalle

The Ambassador Estate Inn

Welcome home to all our previous guests and greetings to all our new friends across the globe. A luxurious 6 bedroom estate property located on Windsor’s finest golf course and just minutes from both the Ambassador Bridge and the brand new Gordie Howe Bridge International Bridge. With all the amenities of a 5 star resort, yet the privacy and serenity of a large country estate, you need look no further than the Ambassador Estate Inn to make your vacation or business travel a memorable experience!

4.96 out of 5 average rating, 103 reviews

A bright and airy kitchen is equipped with modern appliances and a large island, featuring bar seating. A billiards table occupies a central area, surrounded by expansive windows. A cozy living space includes plush seating and a gentle color palette. A private hot tub is visible, offering relaxation.

Home in Lakeshore

Modern Lakefront Escape

Welcome to this charming lakefront property offering a unique blend of modern amenities and cozy comforts ensuring an unforgettable stay. This lakeside retreat is perfect for families, couples, or friends seeking a relaxing escape. Explore the great outdoors, indulge in water activities, or relax in the hot tub taking in the view. Conveniently located just 10 minutes off the 401 and only 30 minutes from Leamington, Windsor and Chatham. You're never too far from local attractions and amenities.

Farm stay in Essex County

Birders Haven The Fir & Feather Lower Suite

A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. For Birder enthusiasts, we have identified over 50 Birds around the property! This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace, 2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. two private patios with Hot Tub.

5.0 out of 5 average rating, 207 reviews

4.86 out of 5 average rating, 206 reviews

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

Home in Belle River

2 bedroom Getaway/Lake St. Claire, Canada/kayak

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

4.82 out of 5 average rating, 145 reviews

A serene lakeside view is captured at dusk, featuring a white navigational beacon standing on green grass. In the background, the calm water reflects the evening sky, while silhouettes of boats and distant lights are visible near the shoreline.

Home in Tecumseh

The Lake House 🇨🇦 Tecumseh, Ontario Canada.

This property is conveniently placed on a gorgeous usually quiet, private lake-front lot on the shores of Lake St. Clair with a break wall. No docking and not suitable for swimming. Enjoy public pathways, boat launch, docking, parks, beaches and kayak/ paddle board rentals, stores and many entertainment near by for all ages. Usually greeted upon check in/ Self check-in with coded key pad lock. Recent updates: Wifi has been updated, and we now have a larger parking area for our guests.

4.93 out of 5 average rating, 296 reviews

A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.

Home in Kingsville

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.

4.98 out of 5 average rating, 151 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

4.99 out of 5 average rating, 146 reviews

Barn in Kingsville

Woodland Retreat | Heated Pool, Sauna, Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge offers a relaxed escape for getaways and gatherings. This fall, enjoy the private heated pool through the end of October, unwind in the barrel sauna, and gather around the fire under the trees. Light-filled interiors and inviting outdoor spaces make it special in every season. An on-site event space is available as an optional add-on for intimate weddings & milestone celebrations.

4.93 out of 5 average rating, 465 reviews

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

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.

4.96 out of 5 average rating, 130 reviews

A welcoming exterior view of the beach house reveals a spacious deck with comfortable seating options, including colorful chairs. A well-maintained lawn surrounds the home, highlighted by lush greenery and decorative stones. The large glass doors provide a glimpse into the bright interior.

Cottage in Kingsville

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway

Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water. #STR-25-064

4.97 out of 5 average rating, 109 reviews

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

Home in Belle River

Lakeshore Park lakeside getaway.

Enjoy a relaxing and fun filled getaway in this 2 bedroom ranch on Lake St. Clair. Enjoy swimming and fishing off the deck, evening bonfires and more. We have all the amenities you need to enjoy your time away from a stocked kitchen to darts and board games. We are located approximately 5 minutes from the quaint town of Belle River. The house is beautifully appointed and has a spacious sunroom overlooking the lake. If you like to golf, it's 5 minutes away!

Popular amenities for Lakeshore family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.81 out of 5 average rating, 119 reviews

A spacious outdoor deck is visible, featuring a fire pit surrounded by seating. Lounge chairs and a dining table with chairs occupy the area, while a barbecue grill is positioned nearby, all set against a scenic view of the lake.

Home in Belle River

Breathtaking Waterfront Home

4.98 out of 5 average rating, 213 reviews

A scenic outdoor area is depicted with a vibrant lawn and rocky shoreline leading to the lake. Red Adirondack chairs surround a fire pit, while a dining table and chairs offer space for outdoor meals. A large stone feature adds character, and the lake is visible in the background.

Cottage in Wheatley

Book Wine And Sinker Lakeview Pet Friendly, Hottub

4.88 out of 5 average rating, 233 reviews

Villa in LaSalle

4 Bedroom Waterfront Oasis Getaway with Hot Tub

A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.

4.98 out of 5 average rating, 181 reviews

Perfect hideaway with a hot tub and a fireplace

4.93 out of 5 average rating, 195 reviews

A tranquil outdoor space is seen with a view of Lake Erie, featuring a wooden deck lined with seating areas. A colorful rug adds interest, while an umbrella offers shade. The Canadian flag stands prominently against the serene backdrop of the water and sky.

Home in Wheatley

Erie's Edge lakefront, Point Pelee, Hillman Marsh

5.0 out of 5 average rating, 221 reviews

A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.

Farm stay in Essex

Relax at Bridgewood Farms I Hot Tub & Wine Country

4.85 out of 5 average rating, 396 reviews

A serene outdoor space features several Adirondack chairs arranged in a circle, facing a calm lake. A fire pit is centered among the seating, with a hot tub visible in the background. Sunlight reflects on the water, creating a peaceful ambiance.

Cottage in Essex

Year Round Hot Tub & Beautiful Views Cottage

4.86 out of 5 average rating, 227 reviews

The living area features a light gray sectional sofa and a dark coffee table. A dining area is visible with a round table and teal chairs, complemented by a modern chandelier. A large television is positioned on a media console, with natural light streaming through windows.

Home in LaSalle

Year Round Hot Tub at The Gem!

Family- and pet-friendly home rentals

An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.

4.96 out of 5 average rating, 185 reviews

Luxury 2BR home with high ceilings and BBQ w/patio

4.91 out of 5 average rating, 113 reviews

The exterior of the cozy cottage is illuminated by warm light from the windows, creating a welcoming atmosphere. Sandy ground surrounds the structure, with modest landscaping visible in front. The roofline features a slight overhang, and an outdoor seating area is shown near the entrance.

Cottage in Pelee

Fox Den on the Beach-Sunrise, Surf and Sand

4.96 out of 5 average rating, 109 reviews

Cottage in Wheatley

100 ft of Private Beach, Sleeps 10 - Pura Vida

4.88 out of 5 average rating, 266 reviews

A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating, including a sectional sofa and an accent chair, surrounds a wooden coffee table. A vibrant area rug adds warmth to the space, complemented by decorative artwork.

Flat in Leamington

Park Bungalow #4 - Seacliff Beach Suites

4.93 out of 5 average rating, 122 reviews

An outdoor fire pit area is surrounded by five red Adirondack chairs, arranged around a circular stone base. Two wooden benches provide additional seating. In the background, the cottage’s exterior is visible with warm lighting, and a cedar sauna can be seen to the left.

Cottage in Kingsville

Sauna, stunning Lake Erie view, lakefront retreat

The exterior of a single-story brick house is presented, featuring a small front porch with steps leading to a black railing. A fenced area is visible, with a grassy yard and a paved driveway extending towards the front. Nearby, trash bins are placed along the curb.

4.88 out of 5 average rating, 194 reviews

Full house - 5 bed, 2 bath

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

4.82 out of 5 average rating, 245 reviews

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

4.94 out of 5 average rating, 121 reviews

A cozy bedroom features a spacious bed adorned with light-coloured linens. Adjacent, a dining area showcases a table set with glasses and fresh flowers. The kitchen is visible with modern appliances and ample storage. A welcoming atmosphere is portrayed throughout the cottage.

Home in Leamington

CJ's is lakefront, pet friendly

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 116 reviews

The exterior features a rustic wooden facade with archways framing the entrance. A stone pathway leads to the front door, surrounded by grassy areas and decorative landscaping elements. Two windows, with trimmed edges, are positioned symmetrically beside the door.

Barn in Tilbury

Cowbarn Cabin

4.91 out of 5 average rating, 136 reviews

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

Beautiful 2 bdrm Lower Level Sport Themed Suite

4.82 out of 5 average rating, 157 reviews

A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.

Flat in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit

4.87 out of 5 average rating, 150 reviews

Home in Royal Oak

👑🌳Grand - Bright New Construction

4.95 out of 5 average rating, 84 reviews

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

Cottage @ Rochester Place Golf Club and Resort

4.92 out of 5 average rating, 51 reviews

Flat in Tilbury

Waterfront Studio, Lighthouse Cove Escape

5.0 out of 5 average rating, 25 reviews

A circular concrete area is shown, featuring six red Muskoka chairs positioned around a central fire pit. The green grass surrounds the seating area, and a light tree canopy filters sunlight onto the space, creating a relaxed outdoor setting.

Tiny home in Belle River

Cottage-Belle River (Rochester Place #718) Wifi