Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

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.

4.86 out of 5 average rating, 226 reviews

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

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!

4.96 out of 5 average rating, 95 reviews

Top guest favorite

A modern living area is featured, showcasing a comfortable sectional sofa with accent pillows and a low wooden coffee table. Natural light floods in through large sliding glass doors, revealing a view of the serene outdoor space. A fan is positioned above, enhancing airflow.

Home in Fennville

Modern Secluded Cabin, Private Hot Tub, Fire Pit

Escape to this charming cabin in the woods. Relax in total privacy and peace and quiet with majestic views of towering trees. Natural sunlight floods into the home creating a healthy environment to unwind in. Stay warm and cozy with heated concrete floors and a gas fireplace. Cook in the well stocked kitchen. Soak away your worries in the private hot tub. Roast s’mores in the backyard fire pit and grill on the huge deck. Fun awaits in the 3-season game room in barn NOT HEATED. Dog friendly.

4.97 out of 5 average rating, 150 reviews

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

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!

4.99 out of 5 average rating, 158 reviews

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

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.

4.93 out of 5 average rating, 57 reviews

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

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.

4.94 out of 5 average rating, 47 reviews

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

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.

4.94 out of 5 average rating, 96 reviews

Superhost

The kitchenette is equipped with a full refrigerator and microwave, accompanied by dishes and utensils. A dining table sits adjacent to the living area, which features a cozy seating arrangement. Wall art adds a pop of color to the inviting space, illuminated by soft overhead lighting.

Apartment in Bloomingdale

North Scott Lake Glam Room Apartment Lake Access

Scott Lake Resort in Bloomingdale, Mi has amazing views & is highly rated by our guests. If you are a guest, you can be as active OR tranquil as you choose. Scott Lake Resort has something for everyone! What to expect in your rental: -Full Kitchenette (Stove & Full refrigerator) - Dishes, flatware, cookware & utensils -Coffee Maker, Toaster & Microwave -Blankets, Pillows & Towels - We do not provide daily maid service. -Cable TV -WIFI -Queen size bed & 1 pullout couch.

4.8 out of 5 average rating, 109 reviews

Top guest favorite

Cabin in Gobles

Family Adventure Cabin

Relax with the whole family at this peaceful cabin. We are situated at the end of a road, next to a wetland with abundant wildlife. Enjoy the beautiful calls of the sandhill cranes and owls in the evening. During the summer, we're a block from the beach, private lake, fishing pier, and tennis/pickleball/basketball court. In the winter, we're just 8 miles from Timber Ridge Ski Area, and 14 miles from Bittersweet Resort. The Kal-Haven Trail is just a mile away.

5.0 out of 5 average rating, 16 reviews

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

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!

4.94 out of 5 average rating, 64 reviews

Guest favorite

A rustic retreat is nestled among lush greenery, elevated on a hillside. The multi-level structure features a spacious wraparound deck, accessible by wooden stairs that cascade down the grassy slope. Sunlight filters through the surrounding trees, enhancing the natural setting.

Apartment in Bloomingdale

Rustic Country Lakeside Retreat - Lower 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)!

4.85 out of 5 average rating, 88 reviews

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

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.

4.99 out of 5 average rating, 136 reviews