Holiday rentals in Bloomingdale Township

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Top-rated holiday rentals in Bloomingdale Township

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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

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 favourite

Home in Bangor

Country Blue

Welcome to Country Blue! A thoughtfully renovated 2-bedroom mobile home where modern comforts meet peaceful country living. Just 10 miles from Lake Michigan beaches, it’s the perfect place to relax and unwind. Enjoy a spacious tree-lined yard, fire pit, comfortable living spaces, and fully equipped kitchen, along with thoughtful touches throughout. Spend the day exploring beaches, wineries, shops and local attractions, then return to your quiet country getaway. Country Blue comfortably sleeps 4.

4.97 out of 5 average rating, 73 reviews

Top guest favourite

The image captures a modern log home nestled among trees, with a winding paved driveway leading to the entrance. The house features a blend of wood and glass elements, while a grassy area surrounds it, indicating a secluded forest setting.

Home in Allegan

Modern Log Home + Container in Middle of Forest

Tucked deep within 10 private acres of Allegan State Forest, this modern log home and renovated shipping-container offer the perfect escape Step outside into miles of hiking and nature trails. Spend summer days exploring, relaxing by the fire, or simply enjoying the quiet. In fall, the woods come alive with color—perfect for crisp morning walks and cozy evenings Down a private ¼-mile paved drive, you’ll find pure calm and comfort—no neighbors, no noise, just 10 secluded acres to call your own

4.99 out of 5 average rating, 92 reviews

Superhost

A collage highlights the Treetop Cottage features, including a stone firepit surrounded by greenery, a relaxing hot tub, kayaks by the water, and a cozy living area with comfortable seating. The cottage's welcoming exterior and multiple decks are also prominently displayed.

Cottage in Gobles

Treetop Cottage-Lake-HotTub-Kayak-Firepit-NO Fees!

Treetop Cottage Gobles MI-PRIVATE MILL LAKE Nestled in the treetops on the hillside of one of Southwest Michigan’s most desired private all-sports lakes. Private Dock Hot Tub Sandy Bottom Swimming/Fishing Fire Pit 3 Decks Kayaks, Paddle Boat, Row Boat Fiber WiFi Roku TVs Central A/C No Dog/Cleaning Fees! *The cottage is built into a hillside (one house from the lake), so guests will need to navigate two staircases to reach the home. This may not be suitable for those with mobility concerns.

4.68 out of 5 average rating, 152 reviews

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

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

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

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 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

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, 97 reviews

Guest favourite

A serene lake view is presented during sunset, illuminating the sky in shades of pink, orange, and purple. The calm water reflects the vibrant colors, framed by silhouettes of trees along the shoreline. Water plants and gentle ripples add texture to the foreground.

Home in Gobles

Private Lake/Hot Tub Sept-April/Ski/Golf/Wineries

This large family home has 350’ of lakefront on private Sweet Lake and is nestled in the woods for the ultimate private vacation! Feel the stress melt away as you come down our long, tree lined driveway and start to immerse yourself in nature. We have a fully equipped kitchen, linens, WiFi, and some games/movies. At the lakefront, you have a dock, firepit, kayaks, paddle boards, and a pontoon is available for a separate rental fee. Hot tub is available October-April only.

4.91 out of 5 average rating, 45 reviews

Top guest favourite

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 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

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 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.

Flat 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

Guest favourite

A single-story ranch-style home is set against a backdrop of lush greenery. The brick exterior features a welcoming front porch with two white chairs. A concrete driveway leads to a garage, surrounded by landscaped shrubbery and mature trees.

Home in South Haven

Beautiful ranch on the ravine in South Haven!

Completely updated 3 bed/1.5 bath ranch a few miles east of downtown South Haven. This home sits on a beautiful wooded ravine & is surrounded by mature landscaping. Full functioning kitchen w/ blender, coffee maker, toaster, etc. Full bathroom with tub and shower. Powder room with washer & dryer. Backyard has a fire pit & grill. Within minutes to beach, shopping, wineries, breweries, Kal-Haven trail, golf courses & fruit farms.

4.78 out of 5 average rating, 118 reviews