Vacation rentals in Bloomingdale

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.

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!

Lakefront Family Retreat: Pool, Pickleball & More

Set on 3 acres with private waterfront, this modern farmhouse is designed for all-season family stays. Enjoy outdoors with the pool, hot tub, and pickleball/basketball, beach volleyball, and bocce courts. Relax at the fire pit, sing karaoke, play pool, or cozy up for movie night with a giant popcorn machine. Enjoy your vacation stress-free with amenities for children and an onsite EV charger. Parties or unauthorized guests are strictly prohibited. No pets permitted due to family allergies.

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.

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.

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.

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.

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.

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.

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!

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)!

Dogs welcome! Sand Beach 3/1 near South Haven w/AC

** New Central Air ** Welcome to our cozy cottage on Saddle Lake! Relax at our 3Bed/1Bath house situated on a large lot with 83 feet of private lakefront including 40 feet of fresh beach sand just 20 min inland from South Haven. Enjoy the lake by day and relax by the fire at night. Have an afternoon snooze on the deck while taking in some fresh air and the view. Curl up for a good nights sleep in our freshly laundered linens.