Holiday houses in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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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, 76 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, 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
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, 165 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.

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, 269 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

Top Guest favourite
The cabin exterior features a wooden facade with a sloped roof and a welcoming front porch. A bench sits on the porch, surrounded by potted flowers. Warm light from string lights enhances the inviting entryway, set against a backdrop of open grass and distant trees.
Tiny home in New Carlisle
4.99 out of 5 average rating, 194 reviews

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

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, 234 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!

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.

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
4.96 out of 5 average rating, 55 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
The exterior of the remodeled schoolhouse is showcased amid lush greenery, with sunlight filtering through the trees. A welcoming pathway leads to the entrance, framed by large trees that enhance the natural setting of the home.
Home in Grand Junction
5 out of 5 average rating, 52 reviews

Secluded Schoolhouse Retreat | Private Hot Tub

Nestled in the woods near Saddle Lake, this remodeled historic schoolhouse blends charm and modern comfort. Relax in the hot tub under the stars or explore nearby blueberry farms for a taste of local flavor. Perfect for couples or small groups, the home offers a cozy retreat surrounded by nature, with beaches, trails, quaint towns, and Lake Michigan just a short drive away. Experience history, serenity, and adventure all in one unique getaway!

Popular amenities for Bloomingdale holiday rentals