Vacation rentals with a pool in The Great Lakes

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Top-rated rentals with a pool in The Great Lakes

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Guest favorite

An indoor mosaic-tiled pool is surrounded by a spacious, elegantly arched ceiling. Soft lighting reflects off the water, enhancing the serene atmosphere. Wooden lounge chairs are placed along the poolside, providing a comfortable area to relax.

Apartment in Chicago

4.9 out of 5 average rating, 548 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”

Top guest favorite

A spacious backyard is highlighted by a fenced swimming pool surrounded by lounge chairs. A well-maintained lawn features picnic tables and outdoor recreational areas, with trees in the background reflecting fall colors under a partly cloudy sky.

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 399 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Guest favorite

A private outdoor pool is set within a serene backyard, surrounded by lush greenery and a wooden fence. The water is clear, reflecting the sunlight. A short pathway leads to steps entering the pool, and lounge areas are visible nearby.

Loft in Niagara-on-the-Lake

4.9 out of 5 average rating, 441 reviews

Luxury In The Heart Of Wine Country

Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

Top guest favorite

Condo in Tofte

4.96 out of 5 average rating, 505 reviews

Vintage Chic Overlooking the Shore and a Creek

Sunny first-floor condo situated high atop rocky cliffs overlooking Lake Superior—just steps to the water's edge. Private end unit offers windows on 2 sides w/ stunning views & a stereo-like symphony of sounds of the lake & adjacent creek. A carefully curated collection of antique, vintage & modern furnishings & collectibles meld w/ modern conveniences. Relax on the private patio or along the shore. Easy access to hiking, biking & ski trails, great restaurants, Lutsen Mountains, a winery & more.

Guest favorite

A serene pond is visible, with a person kayaking on calm waters. A wooden dock is in the foreground, featuring two white lounge chairs and a blue float. Lush greenery surrounds the pond, complementing the tranquil atmosphere.

Treehouse in Port Perry

4.98 out of 5 average rating, 556 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Guest favorite

Cottage in Tiny

4.97 out of 5 average rating, 129 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Top guest favorite

An aerial view showcases a water-front condo with a central pool surrounded by a deck. The red-roofed building frames the pool area, while the expansive East Bay is visible in the background, offering unobstructed water views.

Condo in Traverse City

4.98 out of 5 average rating, 127 reviews

Stunning Waterfront, Updated TC Condo with Pool!

Have this updated, waterfront condo be your home away from home while visiting the Traverse City area! This condo sits on East Bay with unobstructed views of the water. In the summer, hang poolside between exploring Traverse City hot spots. This condo offers one bedroom with a King bed with an additional queen sleeper sofa in the living room. Full kitchen is perfect for making up any meal and enjoying it on the balcony overlooking the water. Long day of hiking? Soak in the complex hot tub.

Top guest favorite

Treehouse in Galena

4.98 out of 5 average rating, 175 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

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Guesthouse in Lambton Shores

4.85 out of 5 average rating, 165 reviews

Bluecoast Bunkie on stunning Lake Huron.

Find Bluecoast Bunkie nestled in the trees on a cliff overlooking Lake Huron. Fall asleep to the sound of the waves lapping on the shores and wake up to the choir of birds singing while enjoying a cup of artisan coffee or tea on your private deck. Take a stroll down long stretches of shoreline, seldom visited by others. Lounge on the private beach or beside the indoor salt water pool. Finish the day on the lookout while witnessing the most spectacular sunsets this world has to offer.

Guest favorite

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

4.97 out of 5 average rating, 138 reviews

Lakefront, Hot Tub, Kayaks, Fire Pit, Fireplace

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just an hour away from Traverse City, Petoskey and Mackinac for unforgettable day trips! Modern furniture, private year round hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), pickleball court, and ATV Trails await. Your ideal home away from home is waiting for you!

Top guest favorite

An indoor lap pool is surrounded by bright walls, featuring a soothing blue light. Two comfortable lounge chairs are positioned at one end, complemented by decorative plants. A ball floats in the water, adding a playful touch to the serene space.

Guest suite in Williamston

4.97 out of 5 average rating, 467 reviews

Private , pool, hot tub, sauna ,workout room,suite

Our Scandinavian Farm is on 11 acres . Beautifully landscaped with security cameras outside only for additional safety . Private 1800 sq ft oasis spa experience.. with a pool, hot tub, sauna . Purple hybrid, King mattress, exercise room all to yourself . Do you want to get out and get some fresh country air , you can . Perhaps go eat in charming down town Williamston . If this is what you’re looking for you will not be disappointed . Pls read house rules prior to booking .

Top guest favorite

The indoor pool area presents a spacious layout with a large swimming pool surrounded by lounge chairs. Adjacent to the pool is a hot tub, featuring bubbling water and a polished stone edge. Large windows provide views of the outside, enhancing the ambiance.

Condo in Bellaire

4.96 out of 5 average rating, 212 reviews

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

This 1 bedroom, 2 bed, 1 bath 605 sq. ft. condo sleeps 4 and is located in Summit Village. The condo features a full kitchen, wood burning fireplace, queen sleeper sofa, and private deck for stunning Lake Bellaire sunsets. Your stay includes access to the resort’s multiple indoor and outdoor pools and the indoor hot tub. Our condo is a short walk to the Summit Golf Course, Shanty Town and the Lakeview Restaurant. Staying here means you're right in the heart of Shanty Creek Resort!