Holiday rentals with a pool in Canadian Lakes

Apartment in Downtown Grand Rapids

A calming ceiling display features swirling patterns in shades of blue and purple, resembling a starry sky. Soft light projections create a serene ambiance, enhancing the overall atmosphere of relaxation.

4.95 out of 5 average rating, 62 reviews

Aurora on the Medical Mile - Crisp Cozy Certified

BOOK, ARRIVE AND THRIVE. Great for extended stays. Keep it simple for comfort/convenience at this downtown oasis. The Top of Heritage Hill and on the Medical Mile. Topofthehillsuites. SAFE AREA. Walk everywhere: coffee, restaurants, the Medical Mile, and downtown Grand Rapids. Catch an Lyft to get to Van Andel, Devos Place, the Intersection or 20 Monroe. The Top of the Hill is just a walk away from Martha's Vineyard, 7 Monks, authentic Italian and Mexican, Lyon Street Cafe, Marcona on Lyon

5 out of 5 average rating, 24 reviews

A spacious bedroom with warm wood paneling features four twin beds arranged in two alcoves. Each bed is equipped with a reading light, and a central area contains a low coffee table with storage baskets underneath. Natural light enters through a window adorned with simple window treatments.

Chalet in Stanwood

Beechwood Chalet Sleeps 10 Canadian Lakes!

All Seasons Chalet Getaway Sleeps 10. 4 bedroom, 2 bathroom Beds: 1 King, 2 Queen, 4 Twins Shared Lake Access. Several surrounding beaches. 3 golf courses and nearby restaurants Central AC and heat. Gas fireplace. Wireless Internet Community Indoor and Outdoor Pool (daily guest fee). Great Backyard space for enjoying a fire and practicing your putting skills Two Adult Kayaks, pickle ball equipment Ring Camera facing away from front door for enhanced security and peace of mind. EXTENDED STAYS lon

4.9 out of 5 average rating, 222 reviews

A cozy red cottage is surrounded by lush green trees, illuminated by warm evening light. A campfire with seating circles made of log stumps welcomes relaxation. A picnic table and bright red adirondack chairs enhance the inviting outdoor space near the home.

Cottage in Farwell

Candy Apple Cottage

NOW WITH INTERNET ACCESS! A peaceful cozy cottage nestled in the woods on quiet dirt roads of White Birch Lakes Rec. Assoc. Enjoy mornings watching wildlife and evenings by a campfire. Club house amenities: indoor pool, basketball, tennis, pickleball, playground, putt-putt golf, & billiards. Fish or swim in 3 small lakes. Just 12 min. to Clare, 35 min to Mt Pleasant featuring Soaring Eagle Casino, water park, golf, theater, shopping & restaurants. Just 15 min from Snow Snake Ski & Golf.

A modern lakefront home displays a spacious deck with wooden railings, extending across the front. Large windows are present throughout the upper levels, allowing natural light to fill the interior. The structure features a dark exterior, complemented by lush greenery surrounding the property.

4.9 out of 5 average rating, 29 reviews

Large Lake house, newly built!

Unwind on the serene shores of Lake Laura with private lake frontage and over 2,000 sq. ft. of stylish living space. Whether you're casting a line off your private dock, paddling around in the complimentary kayaks or 4-person paddle boat, or renting our fishing boat for a small fee—this is lake living at its best! Enjoy the Complimentary coffee bar. Access to clubhouse amenities: pool, hot tub, sauna, fitness room, golf, outdoor pool, tennis and pickleball courts, volleyball court, beaches!

4.98 out of 5 average rating, 93 reviews

A spacious home is set among pine trees, featuring a light yellow exterior and a welcoming front yard. The garage is visible, and a white picket fence adds charm to the property. Gravel grounds surround the entrance, providing a natural setting.

Home in Canadian Lakes

Lake House with 4 Kayaks and 3 Golf Courses

Spacious home with 60' of lake frontage on 700 acre all sports Canadian Lakes, which connects to West Canadian Lake and others. Guests will have access to the Canadian Lakes Association amenities including beaches, golf courses, outside pool, inside pool, tennis courts, basketball court, playground, and more. There will be an extra charge for the pools, fitness center, and golf. Bunk room was completely remodeled and each bed has its own reading light and power outlet with USB A and C.

5 out of 5 average rating, 6 reviews

Cottage in Stanwood

Lakefront Escape with Hot Tub, Golf & Pool Access

Discover your dream Canadian Lakes vacation rental! Steps from a private lake and sandy beach, this cozy cottage offers the perfect blend of relaxation and adventure. This cozy retreat is ideal for couples, friends, or a golf getaway. Swim, kayak, visit the castle, or unwind in your private hot tub. Enjoy fire pit nights, games, and access to pools, gyms, trails, and courses. Spacious, family-friendly, and relaxing year-round — your ultimate lakeside getaway awaits. Book your stay today!

Superhost

An aerial view showcases a spacious cottage surrounded by lush trees, with a well-maintained lawn. The home features a large driveway and a blended exterior of muted tones. The nearby lake can be glimpsed through the greenery, emphasizing the cottage's serene location.

4.86 out of 5 average rating, 22 reviews

Lakefront Cottage with kayaks and paddle boards

Experience this Canadian Lakes lakefront retreat featuring private patios, gas fireplace, and direct access to the beach. Enjoy leisurely afternoons on the lake with kayaks, paddle-boat, and paddle boards. Amenities on the grounds include pool, pickle ball and tennis courts. Retreat to the comfort of the cottage's cozy bedrooms for a peaceful night's sleep. This charming lakeside haven is ideal for families, friends and couples. Book your stay now and start making unforgettable memories

4.92 out of 5 average rating, 25 reviews

A welcoming outdoor firepit area is surrounded by black wooden chairs, creating a cozy gathering spot. Lush greenery and tall trees frame the space, while a red door of the house adds a vibrant contrast. A playset is visible in the background.

Cabin in Stanwood

Cabin w/ HotTub & Firepit + Lake/Beach/Pool Access

⭐️Hot Tub ⭐️Short distance to Canadian Lakes Winter Park for tubing, ski trails, and ice skating. ⭐️1/3 mile to Indoor Pool, Sauna, Restaurant, and Golf Course at the Royal Clubhouse ⭐️60" Smart TV with YoutubeTV ⭐️High-speed WiFI ⭐️Firepit ⭐️Washer/Dryer ⭐️Fully loaded kitchen including Airfryer and Popcorn maker ⭐️Board Games and Card Games ⭐️Lake Laura Access ⭐️Kayak ⭐️Blackstone Grill with grilling utensils ⭐️PutterBall game in garage ⭐️10 minutes to Tulleymore and St. Ives

Superhost

Home in Muskegon

New place to stay

Pine & Paddle Getaway • Game Room • Hot Tub • Pool

This 6-bedroom luxury home is in a prime location & has EVERYTHING you need for an amazing vacation to Muskegon, MI! • Hot Tub • Heated Outdoor Pool • Fire Pit • Home Theater • Popcorn Machine • Bar • Fully Stocked Kitchen • Kids Playset • Games: Arcade Games, Poker Table and Poker Set, Pool Table, Giant Wall Checkers, Foosball, Giant Connect 4, Giant Jenga, Cornhole • Kids Corner • Deck with Amazing Views • Outdoor Patio/Dining • Family-friendly - Pack N Play and High Chair

4.97 out of 5 average rating, 36 reviews

Lakefront Fall Getaway: Holiday Haus, Sleeps 11

Welcome to The Holiday Haus, a beautiful, newly furnished, lakefront retreat located in the heart of Canadian Lakes, Michigan! Designed to provide a comfortable, scenic getaway in every season, this spacious, fully equipped home is perfect for families, friends, and anyone looking to relax or explore. Set in a tranquil neighborhood with lush surroundings, The Holiday Haus combines the comforts of home with the natural beauty of lake living and resort-style amenities.

5 out of 5 average rating, 15 reviews

Two gray adirondack chairs are placed on a sandy area, facing a grassy slope leading to a spacious brown cabin. The cabin features a large deck with a set of stairs and is surrounded by trees, creating a serene outdoor setting.

Cabin in Stanwood

12-Bed Lakefront Cabin with Private Beach

Escape to our spacious 8-bedroom, 4-bathroom lakefront cabin! Ideal for families and groups, reunions, or retreats. Enjoy a large deck for grilling, and a private sandy beach. Take the canoe, paddle board, or kayak for a spin, or rent a pontoon and take the whole family for a cruise around the lake! The Canadian Lakes Association also offers an outdoor and indoor pool, hot tub, sauna, fitness center, pickle ball courts, discounted golfing packages, and much more!

5 out of 5 average rating, 5 reviews

Cottage in Stanwood

Lake Access | Firepit, Fireplace, Dock & Views

Wake up to lake views and spend your days fishing from the dock, hiking scenic trails, or swimming in the clear waters of Canadian Lakes. Tee off on championship golf courses, paddle out for an afternoon on the water, or explore the beauty of Michigan’s forests. Evenings bring cozy fires by the hearth, laughter around the firepit, and sunsets from the deck. With room to gather, modern comforts, and year-round adventure, this retreat is made for memories.

Popular amenities for Canadian Lakes rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern two-story house features a striking combination of white siding and stone accents. Large windows allow natural light to flood the interior. The spacious driveway is flanked by lush greenery, with the serene lake visible in the background, enhancing the property’s tranquil setting.

5 out of 5 average rating, 6 reviews

Beachfront Bliss| 4Bedroom 2.5Bath

4.96 out of 5 average rating, 23 reviews

A resort-like pool area is surrounded by tall trees, enhancing a natural setting. The clear blue water of the pool contrasts with the light concrete deck, where several lounge chairs and tables are positioned for relaxation. Large windows of the house overlook the pool, inviting peaceful views.

Home in Baldwin

Tomacara

5 out of 5 average rating, 6 reviews

Lakefront Retreat at Mermaid Cottage

5 out of 5 average rating, 8 reviews

A clear and inviting heated in-ground pool is framed by a surrounding patio, featuring a diving board on one side. Lounge chairs are positioned nearby, and the cabin's rustic architecture is visible in the background amidst a backdrop of mature trees.

Home in Barryton

The Lodge Resort

5 out of 5 average rating, 26 reviews

Home in Lake City

Scenic Getaway | Trails, Pond, Pool & Pickleball

4.67 out of 5 average rating, 15 reviews

Lakeshore Links Retreat

4.95 out of 5 average rating, 20 reviews

A spacious living area features a pair of light beige sofas arranged around a central coffee table. A large wall-mounted television hangs above a black decorative fireplace. Natural light flows in through multiple windows, complementing the room's neutral color palette and inviting ambiance.

Home in Grand Rapids

5BR Pool Home by Downtown GR

5 out of 5 average rating, 9 reviews

Home in Twin Lake

Modern A-Frame Heated Pool + Hot Tub + 10 Acres

Condo rentals with a pool

The living area features two comfortable sofas and an accent chair, arranged around a wooden coffee table. A wall-mounted television and decorative fireplace enhance the space. Light from nearby windows illuminates the room, which is adorned with artwork and neutral-colored walls.

5 out of 5 average rating, 5 reviews

Lakeside Retreat, Hot Tub, 5 Beds, Beach Access

A waterfront resort condo is situated along a serene lakeside, featuring multiple balconies that provide views of the water. The manicured lawn includes picnic areas and trees, while gentle clouds linger above, reflecting the soft light of dawn.

Sunset Shores Lake Cadillac Mi

A spacious patio is furnished with a glass table surrounded by six rocking chairs. A serene view of the water and a tree with autumn leaves can be seen in the background. The wooden deck adds to the relaxing outdoor atmosphere.

4.89 out of 5 average rating, 18 reviews

On Lake Cadillac, Sleeps 6, Pool & Hot Tub

The living area features two comfortable sofas and an accent chair, arranged around a central coffee table. A fireplace is positioned under a wall-mounted television. Natural light enhances the inviting space, transitioning smoothly into the dining area and kitchen visible in the background.

5 out of 5 average rating, 9 reviews

Sleeps 8, Pool & Hot Tub, Family Friendly

Other holiday rentals with a pool

Chalet in Stanwood

4 out of 5 average rating, 6 reviews

Pet Friendly Chalet at Canadian Lakes

A well-lit outdoor space features a swim spa with illuminated green lighting, adding to the inviting ambiance. Nearby, seating is provided, and wooden structures complement the area, creating a cozy atmosphere for relaxation and enjoyment.

Cottage in Downtown Grand Rapids

5 out of 5 average rating, 4 reviews

Gr Lakefront hot swim pool spa cottage

A serene riverside view showcases a well-maintained lawn leading up to a cozy retreat surrounded by trees. Stairs can be seen ascending from the water to the deck area. A breeze-capturing sail adds a touch of charm to the outdoor space.

Guest suite in Rockford

4.81 out of 5 average rating, 27 reviews

Eagles Nest on the Rogue Lower Level Private Suite

A serene lake scene featuring a sandy beach area at the shore of Little Star Lake. A wooden dock extends into the water, with a cozy seating area of chairs facing the lake. Lush trees surround the area, providing a tranquil natural backdrop.

Home in Baldwin

4.5 out of 5 average rating, 14 reviews

Little Star Lakeside Retreat

Apartment in Grand Rapids

New place to stay

Iconic Downtown Modern Loft

Cottage in Stanwood

New place to stay

Charming 3-bedroom chalet in Stanwood Pet friendly

A welcoming entrance through a white picket gate leads to a peaceful pool area, surrounded by lush greenery and vibrant flowers. Red pool chairs are visible, indicating a space for relaxation under the clear blue sky.

Cottage in Coopersville

4.65 out of 5 average rating, 264 reviews

Guest house - pet friendly and peaceful setting!

A lakeside view showcases a grey bungalow with a spacious deck. White chairs are arranged on the lawn facing the water. Three kayaks are lined up beside the dock, with lush greenery surrounding the property, providing a serene outdoor setting.