Vacation rentals in Osseo

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Top-rated vacation rentals in Osseo

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Guest favorite
The open floor plan showcases a spacious dining area with a circular table surrounded by upholstered chairs. Natural light enters through multiple windows, illuminating the living space with a sectional sofa and a lamp. A staircase leads to the loft area, where four twin beds are visible.
Home in Homer
4.97 out of 5 average rating, 134 reviews

Benham Schoolhouse

Take a quiet vacation at this fully renovated historical schoolhouse built in the 1800's. It offers an open floorplan with a loft area where the four twin beds are located *can be made more private by closing the barn doors. There is two full bathrooms, a large kitchen area, living space, dining space, and an open area we can set up to be used for craft activities or other activities upon request. It also has a Halo air purification system, stopping virus particles to travel through the HVAC.

Guest favorite
A rustic cabin exterior is presented, featuring warm wood paneling and a neatly landscaped yard. A curved pathway leads to a welcoming entrance, flanked by potted flowers and two light blue chairs that invite relaxation under the shade of surrounding trees.
Cabin in Clarklake
4.91 out of 5 average rating, 325 reviews

Cabin, rustic elegance w/ hot tub, lake access

Rustic elegance at its best. A great retreat with a mix of both, beamed ceilings and rustic characteristics yet chandeliers in the bedroom and elegant dining area with character throughout the home. Wooded back yard with dining area, seating area and hot tub with pergola. Property is located at Clarklake a public lake and access for swimming/boating can be gained at the public access a few minutes away. This location is wonderful to take walks/ biking with a 7 mile trail around the lake.

Top guest favorite
A single-story cabin-style home features a brick facade with blue siding. Large front windows allow for natural light, while a white door serves as the main entrance. The surrounding yard, partially landscaped with grass and bare trees, offers a quiet setting.
Home in Pittsford
5 out of 5 average rating, 61 reviews

R&R friendly House

NO PETS.Relax, enjoy, Cabin like cozy feeling! 2 bedrooms, one with a queen size bed, and the other is a double. But there is a self contained air mattress, and a single folding bed, and the sofa that could accommodate a couple of smaller guest. only minutes from 2400 acres of Lost Nations State Game area, open to hunting, hiking, nature sightseeing. 12 miles from Hillsdale College . Short drive to Bundy Hill off road park. Also nearby is Hidden Lake Gardens, Irish Hills , MIS Speedway,

Guest favorite
A rustic cabin blends into a natural setting, surrounded by lush greenery. A covered porch adds charm, while an outdoor seating area with a fire ring is visible nearby. Two dogs are seen walking towards the cabin, emphasizing the peaceful surroundings.
Cabin in Pittsford
4.91 out of 5 average rating, 23 reviews

Lost Nations Cowboy Town Bear Cabin

Take it easy at this unique and tranquil getaway. The bear cabin is a hand crafted one room one pull out double bed, electric with a ceiling fan, small fridge, small coffee pot, table with two chairs, fire ring with grate and wooden bench, seating on the covered porch with deck lights over looking the horse pastures and woods a kitchen for cooking flushing bathroom and out door shower located just a short distance away in cowboy town, lots to explore with a pond for fishing and much more

Top guest favorite
A charming lakefront house features a dark exterior with a welcoming red door. The manicured lawn leads from a gravel path to the entrance, with serene water visible beyond. Surrounding trees provide shade, enhancing the peaceful setting by Huyck Lake.
Home in Coldwater
4.92 out of 5 average rating, 141 reviews

Cozy Lakefront Cottage on Huyck Lake

Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.

Guest favorite
A cozy lakefront home is visible, featuring a welcoming front deck with decorative bunting. A small lighthouse-style feature is situated next to the stone steps leading up to the entrance. A blue shed rests in the foreground, surrounded by landscaped rocks and greenery.
Home in Quincy
4.86 out of 5 average rating, 180 reviews

Stunnnig House on Marble lake with private beach🏖

Our cozy lake front home offers both summer and winter fun with amazing views of beautiful Lake Marble. The direct water access allows family and friends the ability to swim, fish, and boat with ease and convenience. Our 4 bedroom home sleeps up to 10 comfortably with 3 full bathrooms. You will find our home fully furnished with everything you would need. 17 miles of lakes connected by channels. Minutes away from Allen Michigan, the Antique Capital of the World.

Top guest favorite
The farmhouse is nestled among greenery, featuring a wraparound porch and a private deck extending from the upper level. The structure showcases a gable roof and a chimney, surrounded by trees and lush grass.
Farm stay in Hillsdale
4.98 out of 5 average rating, 363 reviews

Bluebird Trails

This is a working farm with hands-on learning of organic gardening practices, market gardening, winter gardening, farmers market and CSA prep and sales, as well as sheep husbandry, including assisting with lamb births and herding. Other hands-on learning experiences include sourdough bread and jam making as well as canning. You will leave with increased knowledge of sustainable agriculture, self-sufficiency and a feeling of being at one with the earth.

Guest favorite
A waterfront cabin is depicted with a large glass front, allowing ample natural light inside. Lush green grass surrounds the house, complemented by tall trees. A pathway leads to a spacious deck area with outdoor seating and a grill, enhancing outdoor relaxation opportunities.
Home in Coldwater
4.84 out of 5 average rating, 112 reviews

Coldwater Lake Waterfront Cabin - Boat for Rent

Relax with the whole family at this peaceful waterfront lakehouse, with walk-in, sandy beach lake access. Boat available to rent, and space available for your boats. Spacious yard with plenty of parking. Coldwater Lake is over 1,600 acres of all-sports fun on desirable South Chain of Lakes in Coldwater, MI. The chain is 17 miles, traversable via pontoon or speedboat! The Cabin includes 3 bedrooms and 2.5 baths.

Guest favorite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson
4.97 out of 5 average rating, 317 reviews

Water’s Edge-Lakefront-Hot Tub-Kayaks-Pet Friendly

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Guest favorite
A modern, single-story home is depicted, featuring a combination of red and gray siding. The structure includes large windows and a welcoming entrance with a sign that reads 'Proctor House.' A landscaped area with stone retaining walls and a grassy lawn is visible in the foreground.
Home in Hillsdale
4.89 out of 5 average rating, 285 reviews

Comfy home in recreational town

We renovated the house with a modern kitchen, laundry room, new bathroom with spacious shower, new bedrooms with plenty of closet space, secure parking and new sidewalks. Close to historic weekly country market, Hillsdale College, bike trail, lakes in historic town. The North Country Trail and the Baw Beese Trail are closeby, as is Baw Beese Lake, Lost Nation State Game Area and the St. Joe River.

Top guest favorite
Home in Hillsdale
4.95 out of 5 average rating, 22 reviews

Reedsong Cottage

Charming 2-bedroom lakeside cottage with a sleeper sofa, 1.5 baths, and stunning waterfront views. Relax on the dock, lounge outdoors, or explore the lake with included kayaks. Enjoy a full kitchen and spacious living room—perfect for up to 6 guests. Conveniently located just 2 miles from downtown Hillsdale and 3 miles from Hillsdale College.

Guest favorite
A functional kitchen features wooden cabinets and stainless steel appliances, including a microwave and dishwasher. A window offers natural light above the sink, with a small table and chairs visible in the foreground. The countertop is organized, enhancing the space's usability.
Home in Manitou Beach-Devils Lake
4.9 out of 5 average rating, 137 reviews

Charming Devils Lake Cottage!

Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.

Popular amenities for Osseo vacation rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Hillsdale County
  5. Osseo