Holiday rentals in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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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, 131 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
An open living space features a combination of wood-paneled walls and ceiling with a polished hardwood floor. A spacious dining table and chairs are positioned beside a seating area, which includes a couch. A large bed is visible in the background, complemented by various window treatments.
Farm stay in Benton Harbor
4.99 out of 5 average rating, 106 reviews

Fogarty’s Flying Diamond Ranch

A unique and beautiful, newly added bunkhouse on the upper level of a barn on a working cattle ranch! Completely private and peaceful, you'll hear birds chirping and tractors running. Overlook and explore 152 acres of trails, horses, cattle and much more. Guests are encouraged to experience a tour of the ranch with Rancher Tom free of charge! 10 minutes from Silver Beach/Downtown St. Joseph and Hagar Beach, both on the gorgeous Lake Michigan. Bonfires welcome with wood provided & pet friendly!

Top guest favourite
A charming ice cream shop features a bright blue exterior with scalloped details, inviting customers with an open sign. A menu board stands at the entrance, showcasing an array of ice cream options. The door, framed in white, adds to the welcoming atmosphere of the storefront.
Flat in South Haven
4.97 out of 5 average rating, 159 reviews

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

Top guest favourite
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 266 reviews

Lux, Hot Tub, Restore, Calm, Creekside, Escape

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

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
4.92 out of 5 average rating, 49 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 table is set with a floral centerpiece containing vibrant flowers. A wooden platter holds assorted cheeses and fruits, accompanied by two glasses of red wine. The scene is surrounded by lush greenery, enhancing the outdoor dining experience.
Cabin in Saugatuck
4.96 out of 5 average rating, 233 reviews

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

Top guest favourite
A cozy living area features a spacious sectional sofa adorned with assorted cushions. Two large poufs provide additional seating, while a coffee table sits at the center. Natural light floods the space through large windows, complemented by framed artwork on the walls.
Home in Fennville
5 out of 5 average rating, 100 reviews

Family getaway/ pet friendly/fenced yard

Two King beds and a bunk bed! Enjoy a couples or family get away with loved ones at this serene lakeside retreat. This 3-bedroom, 1.5-bathroom haven boasts modern comforts, a shared dock across the street and complimentary kayaks for endless lake adventures. Enjoy family meals on the spacious covered deck, soak in sunset views over Hutchins Lake, and toast marshmallows around the fire pit in the fenced backyard. With a peaceful dead-end street location, it's the perfect escape.

Guest favourite
A modern cabin is showcased amidst a lush green landscape, featuring wooden accents and a stone facade. Large windows invite natural light, while a gravel path leads to the entrance. Surrounding trees provide a serene backdrop, highlighting the cabin's connection to nature.
Cabin in Grand Junction
4.96 out of 5 average rating, 26 reviews

Private Luxury Cabin, HOT TUB, 3 BEDS

Enjoy this newly built, modern cabin in the woods. Visit Timber Ridge Ski Resort 16 miles away, or Bittersweet Ski Resort 19 miles away. 9 miles from Lake Arvesta, which offers winter sports. Come back from the cold and treat yourself to a private hot tub. Explore the trail around 34 acres, discovering all kinds of winter wildlife. Great location near South Haven and all it has to offer. Many attractions in the area, but this cabin is so cozy you might find yourself staying in.

Guest favourite
A log cabin entrance is framed by vibrant flowering plants and shrubs. Stone walkways lead to a welcoming door, which is flanked by large windows. The surrounding trees create a natural backdrop, enhancing the cabin's rustic charm.
Cabin in Grand Junction
4.94 out of 5 average rating, 233 reviews

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.

Top guest favourite
The exterior of the Eppstein House is showcased amidst autumn foliage, featuring a low-slung, geometric design. Expansive glass doors reveal warm interior lighting, contrasting beautifully with the natural stone path and surrounding trees.
Home in Galesburg
4.96 out of 5 average rating, 466 reviews

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Guest favourite
The bedroom features a large bed with crisp white linens and framed art on the wall. A wall-mounted television is visible across from the bed. Industrial-style lighting hangs from the ceiling, illuminating the space that showcases a blend of warm wood and modern design elements.
Loft in Otsego
4.94 out of 5 average rating, 219 reviews

The Vault Loft: Downtown Otsego

Very unique apartment downtown Otsego, walkable to shops, restaurants and bars. Recently renovated, this space sits above the vault of a 1920's era bank with a rustic/industrial feel. Featuring rustic ceramic tile in the kitchen, bathroom and work area, bamboo floors in the living/bedroom, granite counters, tile backsplash, copper sinks, and tile shower with glass door. 65" smart flatscreen tv, electric fireplace, WIFI, Central Air/Heat, and built in butcher block desk.

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, 405 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.

Popular amenities for Bloomingdale holiday rentals