Holiday rentals in Bloomingdale

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Top-rated holiday 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
4.95 out of 5 average rating, 84 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 favourite
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
4.97 out of 5 average rating, 139 reviews

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 the 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.

Top guest favourite
The house features a distinctive curved design with large glass windows that reflect warm light, surrounded by lush gardens and greenery. The outdoor space showcases blooming flowers and well-maintained landscaping, creating a serene setting amid nature.
Home in Galesburg
5 out of 5 average rating, 175 reviews

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

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, 41 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
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, 147 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!

Superhost
A serene sleeping area features a spacious bed layered with a black comforter and decorative pillows. Natural light floods in through large, circular windows, illuminating the textured walls. A cozy blanket is draped over a chair, with a small table positioned nearby, enhancing the inviting ambiance.
Dome in Pullman
4.79 out of 5 average rating, 62 reviews

The Incredible Dome w/ Hot Tub - Wellness Retreat

Escape to The Incredible Dome, a luxury glamping retreat with modern comforts in a serene wooded setting. Relax in the private hot tub, cozy up by the fire pit, or enjoy the panoramic forest views. Stay warm with a wood stove, electric heaters, and heated blankets. The dome features a full bathroom, mini fridge, microwave, and hot beverage bar. Air conditioning is available in summer. With free parking and easy access, this unique getaway blends nature and comfort for a peaceful escape.

Top guest favourite
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, 278 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!

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.
Flat in Bloomingdale
4.78 out of 5 average rating, 100 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, 58 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
Cabin in Watervliet
4.92 out of 5 average rating, 394 reviews

Riverview Cabin

Riverview Cabin is a bright riverfront studio retreat on 150 shared acres, perfect for couples or small families. Sleeps up to 4 with a king bed, futon, full kitchen, Smart TV, Wi-Fi, and a jacuzzi tub with scenic views. Relax on the private deck, gather around the fire pit, or explore 2.3 miles of riverfrontage, wooded trails, fishing ponds, and wildlife. Dog-friendly and just minutes from Lake Michigan beaches, wineries, and local attractions.

Guest favourite
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.
Flat in Bloomingdale
4.9 out of 5 average rating, 79 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)!

Popular amenities for Bloomingdale holiday rentals