Holiday houses in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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Guest favourite
The exterior of the residence is shown, featuring a two-story blue-gray facade with white trim. Landscaping includes flowering bushes in the foreground. A street sign indicates Cedar Street and Cutler Street at the corner, emphasizing the home's location near the intersection.
Home in Allegan
4.95 out of 5 average rating, 238 reviews

The Crossroads of three highways, a cozy getaway!

The Crossroads Inn is near downtown Allegan Michigan. This wonderfully well-kept home built in the 1920s is at the busy intersections of M-89, M-40 and M-222. It is within walking distance of downtown or just minutes from any business in Allegan. Thirty minutes to South Haven and Kalamazoo. Walking distance to the Allegan County fairgrounds. If you need a central location for work in Western Michigan or a weekend getaway, the Crossroads Inn is your place to stay. Weekly and monthly discounts!

Top Guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 554 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Top Guest favourite
Farm stay in Vandalia
5 out of 5 average rating, 259 reviews

Secluded, Hot Tub, Lux, Couples, Nature, Creekside

*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
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
5 out of 5 average rating, 132 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!

Top Guest favourite
A bright and airy kitchen area features white cabinetry and ample counter space. Blue stools are positioned at the peninsula. Light wood ceiling adds warmth, while modern light fixtures illuminate the open space that leads to the living area with a couch and decorative rugs.
Cottage in Fennville
4.97 out of 5 average rating, 162 reviews

Freshly Renovated 1940s "Sunshine Park Cottage"

Freshly renovated in 2022, this charming 1940's cottage is nestled in the heart of Fennville MI. Located near Saugatuck, South Haven & Holland - close to beaches, dunes, wineries, breweries, orchards, pickle ball, playgrounds & skiing in the winter. Kitchen w/everything for cooking, laundry, full bath, 2 bedrooms each w/ queen bed, Wi-Fi, deck, gas fire pit (May-Oct), short walk for groceries & restaurants. Dog friendly. (Remember, dogs must be included as pet guests when you book)

Top Guest favourite
A single kayak is seen gliding across the water of Maple Lake, surrounded by lush greenery and houses in the distance. The sky is partly cloudy, with light blue tones contrasting against the water's surface.
Apartment in Paw Paw
4.86 out of 5 average rating, 162 reviews

Downtown on Maple Lake; Walk to Wineries

Welcome to serene Maple Lake in Paw Paw! Located 20 min from Kalamazoo and 30 min to Lake Michigan. Private entrance to lower level studio apartment which features a kitchen, laundry & private bathroom. We live on the property ,but you will have complete privacy. Amenities Include heat, A/C, cable & wi-fi. Full access to shared yard, boathouse . Use of a fire pit. Use our 2 kayaks or fish off the dock. Walk to quaint downtown Paw Paw with restaurants, bars, breweries and wineries.

Guest favourite
Tiny home in Kalamazoo
4.93 out of 5 average rating, 772 reviews

Tiny house, a cozy winter escape *low rate*

Charming 1880s Chicken Coop Turned Tiny House Getaway in Historic Kalamazoo Enjoy a cozy stay that is close to Kalamazoo's restaurants and attractions. On 22 acres with trails near Al Sabo Land Preserve. Beautiful and picturesque view of property from the living room space. The apartment is fully furnished with linens and dishes. Just bring yourself and your suitcase. There is a queen mattress ready for your peaceful slumber on the loft and also a sleeper sofa on the main floor.

Superhost
A calm lake scene is depicted, featuring a floating pontoon raft anchored in the still water. Trees line the shore, reflecting golden hues in the lake. The sky transitions from soft blue to warm orange, hinting at the day's end.
Apartment in Bloomingdale
4.72 out of 5 average rating, 148 reviews

North Scott Lake Golf Theme Room Studio Apartment

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 twin pullout couch.

Guest favourite
The cozy living area features a leather sofa and an orange accent chair, complemented by natural light from two windows with bamboo shades. A round white table is positioned nearby, while a rug and decorative poufs enhance the inviting ambiance.
Home in Saugatuck
4.94 out of 5 average rating, 177 reviews

2min walk Downtown | Outdoor Patio | Pet Friendly

Welcome to Waters Edge #2, a charming 1-bedroom, 1-bathroom cottage nestled in the scenic town of Saugatuck, Michigan. This cozy and inviting retreat is the perfect destination for a romantic getaway or a peaceful solo retreat. Immerse yourself in the natural beauty of the area while enjoying all the modern comforts and conveniences. 2 minute walk to beautiful downtown Saugatuck. Book our second cottage Waters Edge # 1 if you need more space, they are on the same property.

Top 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, 211 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
The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.
Barn in Hamilton
4.96 out of 5 average rating, 152 reviews

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

Top Guest favourite
The exterior of the cottage showcases a spacious deck adorned with colorful Adirondack chairs. Large glass doors reflect the surrounding greenery, while landscaped flower beds provide a vibrant touch. A gas grill is visible near the deck, enhancing the outdoor gathering space.
Cottage in Bangor
4.95 out of 5 average rating, 232 reviews

Van Auken Lake cottage rental

This cottage ambiance is quiet and relaxing. You have the option of relaxing on the deck, kayaking on the lake, or driving a short distance to Lake Michigan. You can sit by the fire and enjoy the night sounds, or relax inside with a book or play a game together. We have quiet when you want to relax and fun towns and beaches when you are ready for exploring. It offers you a comfortable visit to a great area of Michigan.

Popular amenities for Bloomingdale holiday rentals