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

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, 50 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.

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
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!

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.
Apartment in Bloomingdale
4.85 out of 5 average rating, 86 reviews

Rustic Country Lakeside Retreat - Lower Unit

Make your vacation the best ever in your bright, rustic getaway on the all sports lake, Eagle Lake Bloomingdale. 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!

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, 408 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