Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

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Guest favorite
A cozy blue cottage is set amidst a wooded landscape, with a bright red front door providing a pop of color. A well-kept driveway leads to the entrance, bordered by soft pine needles and small landscaped areas. The tranquil lake can be glimpsed through the trees.
Home in Grand Junction
4.86 out of 5 average rating, 225 reviews

North Lake Cottage-Quiet Lake w/ North Woods feel

Situated in a secluded wooded area on private North Lake close to South Haven\Lake Michigan. Offering a relaxing "North Woods" feel. Enjoy lake activities, art\culture, wineries, restaurants, beach, family-friendly activities. Cook S'mores by the campfire. You'll love the outdoor space, curl up with a good book enjoy nature and beautiful sunsets. Great place to leave the stress behind and RELAX! Good for couples, families(with kids), solo adventurers, business travelers. Campfire wood included.

Top guest favorite
The red two-story home is framed by tall trees, showcasing a contrast with the blue sky. A spacious driveway leads to an attached garage, and autumn leaves cover the ground, enhancing the serene country setting.
Farm stay in Gobles
4.96 out of 5 average rating, 94 reviews

Blueberry Country Escape

Welcome to Brookside Inn - our family blueberry farm! Brookside is a working farm located in beautiful Southwest Michigan - aka the heart of blueberry country. Our guests enjoy a quiet, country getaway. You'll be surrounded by picturesque blueberry fields on a wooded lot with covered bridge access to miles of an extensive walking trail. As an all-seasons rental, enjoy the beaches of Lake Michigan in summer, the local ski hills in the winter and of course abundant blueberry picking in the summer!

Top guest favorite
A hot tub sits alongside a wooden deck, surrounded by a neatly arranged stone pathway. Lush greenery provides a natural backdrop, while a geodesic dome structure is visible in the distance. A decorative planter filled with white flowers adds a touch of color to the scene.
Place to stay in Bangor
4.99 out of 5 average rating, 158 reviews

The Gathering Place! Studio/Hot Tub/Patio Igloo

The Gathering place is a "barndominium" studio that sleeps 4 comfortably, just 10 miles to South Haven beaches and SW Michigan wine trails. Relax in the studio and private patio with family or invite some friends and park a camper right outside! This unique space offers a full hookup for friends to join! The studio feature a king size bed with a full size mattress that slides underneath. Stay comfortable with AC, electric fireplace, WIFI, TV, gas grill, patio with firepit and hot tub!

Guest favorite
A wooden boardwalk extends through lush greenery, bordered by dense foliage and trees. Bright green leaves and underbrush frame the pathway, leading toward a tranquil destination, inviting exploration among the natural surroundings.
Cabin in Bloomingdale
4.93 out of 5 average rating, 57 reviews

tincan camp

Lots of room to roam on this 6 acre lakefront property. A beautiful 500-ft long boardwalk to the lake. You can see the lake from the house however, you have to walk to the lake through the lovely woods on the boardwalk. This property is adjacent to the wonderful Kalhaven Trail just redone in 2024. Ride your bikes all the way to South Haven. We are on mile marker 13. This cabin is located on lake 11 which is a 51 acre lake . There are two full RV hookups on the propert for rent as well.

Top guest favorite
A wooden dock extends into a serene lake, bordered by lush greenery. A rowboat and paddle boat are visible near the dock, with kayaks stored nearby. The updated home is seen in the background, surrounded by trees, creating a peaceful lakeside atmosphere.
Home in Gobles
4.94 out of 5 average rating, 47 reviews

Sweet Lake House, Updated 5B Lake Home Beach, Ski

Welcome to our beautiful, fully updated 5 bedroom home on the gorgeous Sweet Lake in SW Michigan! The house sits on a large, secluded lot with plenty of indoor and outdoor space. You can swim, fish, ski, snowmobile, or enjoy the lake with our kayaks, paddle boards, boats, etc. The home is conveniently located about 5 min from Gobles, 10 min to Allegan, 25 min to the beautiful beaches of Lake Michigan, 35 minutes to Saugatuck. Bittersweet Ski and Timber Ridge Ski resorts are 10 min away.

Top guest favorite
The cottage exterior is showcased with a striking red façade and white trim. Large windows allow ample natural light. A welcoming front door is reached by a stone pathway, with a small flowerbed in front and an American flag displayed to the side.
Home in Gobles
4.94 out of 5 average rating, 95 reviews

Brandywine Hideaway

Welcome to a private oasis for 2 guests, away from the hustle and bustle! Relax and enjoy our newly renovated, cozy little cottage surrounded by trees, perfect for a couple’s get-away any season of the year. Cottage is located by Brandywine Lake (we are not directly on the lake, behind is a wooded area which backs up to the lake), perfect for fishing, as we are close to the boat launch. Cottage is also only ½ mile from the Kal-Haven trail which goes from Kalamazoo to South Haven.

Guest favorite
A serene sunset is captured over a calm lake, with soft golden hues reflecting on the water's surface. Lush greenery frames the scene, and a small boat is moored nearby, completing the tranquil lakeside vista.
Home in Grand Junction
4.94 out of 5 average rating, 50 reviews

Family home on an All Sports Lake

Enjoy the Lake Life! This huge home offers over 4000 finished square feet. Sleeps 20! Host your family reunion, vacation with other families....there is plenty of room! Saddle Lake is a popular lake in the area with sandy frontage, shallow swimming area great for kids, 15 minutes from the beach in South Haven, 2 hours from Chicago area, easy to find, on a paved road. Pontoon boat available for rent if you choose. Bring your speed boat or jet skis! MUST be 30 years old to book.

Top guest favorite
An inviting hot tub is positioned outdoors, surrounded by lush greenery. A wooden privacy screen adds to the tranquility, while an outdoor shower with modern fixtures is nearby. The patio area is designed for relaxation, creating a soothing space for unwinding.
Home in South Haven
4.97 out of 5 average rating, 296 reviews

Family Friendly Private Beach Home with Hot Tub

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck Escape to our 3BR South Haven home in an exclusive community, just a 5-min walk to a private Lake Michigan beach. Comfortably sleeps 8. Features a private hot tub, chef's kitchen, and cozy fireplace. Perfect for families, you're just a short drive from downtown South Haven & Saugatuck. Your luxurious lakeside retreat awaits! Experience South Haven With Us & Learn More Below!

Top guest favorite
A log cabin entrance is framed by vibrant flowering plants and shrubs. Stone walkways lead to a welcoming door, which is flanked by large windows. The surrounding trees create a natural backdrop, enhancing the cabin's rustic charm.
Cabin in Grand Junction
4.94 out of 5 average rating, 257 reviews

Cabin in the Woods

The cabin is nestled to the back of the 3.6 acres of a private wooded land with a short walk to the all sport lake. The updated home features two bedrooms, sleeping loft, family room, washer/dryer, all the amenities of home. Enjoy the 160 ft of lakefront off our private dock. We have 2 kayaks, a Canoe and a small fishing boat, floaties and life vests for boating or swimming. Enjoy a day at the lake, cook dinner on one of our grills and enjoy the evening by the firepit.

Guest favorite
A two-story home features a combination of brown wood siding and a large glass-enclosed porch. The entrance is complemented by a deck and multiple windows. A manicured lawn with green shrubs surrounds the property, while a wide driveway leads to an attached garage with several doors.
Home in Grand Junction
4.94 out of 5 average rating, 64 reviews

Private lakeside home w/hot tub

Just 20 mins outside of South Haven, this home offers space and seclusion. This home features a game room, hot tub, volley ball court, electric fire place, and private lake access means you and your family can dive right into a vacation that fits everyone’s wishlist. While a vast array of your entertainment needs are met on property, there is also a wide range of adventures nearby. There's plenty of activities and nearby events no matter the time of year!

Guest favorite
A bright, two-story rustic getaway is nestled among lush greenery, featuring a spacious deck that wraps around the upper level. Stairs lead down from the deck to the grassy yard, providing access to the natural surroundings.
Apartment in Bloomingdale
4.9 out of 5 average rating, 80 reviews

Rustic Country Lakeside Retreat - Upper Unit

Make your vacation the best ever in your bright, rustic getaway on an all sports lake. Perched on a hill overlooking the lake, you can spend your days on the expansive deck sunbathing, sipping cocktails, throwing the frisbee in the lakefront's large grassy yard, or taking a dip in the lake to cool off. For dinner, enjoy your fresh caught fish and S'mores for dessert. Come enjoy our little piece of heaven! Now with heat and air (2026)!

Top guest favorite
Aerial view of a modern A-frame chalet featuring a combination of dark metal and wooden siding. Large glass windows provide natural light to the interior. A deck extends from the house with outdoor seating and a circular hot tub partially visible amidst the surrounding greenery.
Chalet in Fennville
4.99 out of 5 average rating, 135 reviews

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.

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