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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Top guest favourite
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, 91 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!

Guest favourite
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, 220 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.

Guest favourite
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, 54 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 favourite
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
4.93 out of 5 average rating, 43 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 favourite
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
4.93 out of 5 average rating, 88 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.

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
4.79 out of 5 average rating, 106 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 61 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 favourite
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
4.85 out of 5 average rating, 87 reviews

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)!

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 443 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Guest favourite
A cozy lake house is set against a backdrop of lush trees, featuring a spacious deck and outdoor seating. A sandy beach area leads down to the water, offering a shallow entry perfect for children. The property showcases a serene, natural environment.
Home in Grand Junction
4.96 out of 5 average rating, 94 reviews

Lovely Lakefront 3b/3b near South Haven MI

**HOT TUB!** Welcome to our family retreat on Saddle Lake! Unwind at our 3B/3BA cozy lake house situated on a beautiful, wooded lot with 56 feet of private sandy beach just 20 min inland from South Haven. Enjoy the lake by day and relax by the fire at night. Have a great meal indoors or on relax on the deck while taking in some fresh air and the view. Curl up for a good nights sleep in our freshly laundered linens.

Top guest favourite
Home in Grand Junction
5 out of 5 average rating, 18 reviews

Lakefront + Hot Tub + Coach House Near South Haven

Escape to this peaceful private lake house just 20 minutes from South Haven. Perfect for families and groups, the property offers two bedrooms plus a separate coach house ideal for in-laws or friends traveling together. Enjoy kayaks on the private lake, relax in the hot tub, and gather on the spacious lot with plenty of room to spread out. A quiet setting designed for connection, comfort, and lakeside memories.

Guest favourite
Home in Grand Junction
4.95 out of 5 average rating, 39 reviews

Shore Haven: Private Beach, Kayaks & Summer Lake

Discover your lakeside getaway at Shore Haven on Silver Lake, just minutes from South Haven. This 2,000 sq ft ranch home offers over 75 feet of all-sports waterfront. With an expansive great room, two queen bedrooms, and a king en-suite, it’s perfect for relaxation or fun. Enjoy amenities like a pool table, board games, a two-tier deck, and a firepit. Panoramic Water Views, & 15 Min to West Michigan

Popular amenities for Bloomingdale vacation rentals