Holiday houses in Osseo

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Top-rated holiday rentals in Osseo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 360 reviews

Bluebird Trails

This is a rare opportunity to be the only guests on 220 acres of gentle hills with grasslands interspersed with trees and ponds. You may explore the woodlands and wetlands as well as the sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and across the yard are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Top Guest favourite
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, 59 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,

Top Guest favourite
The open living area includes two armchairs with patterned upholstery facing a wooden coffee table. A television is positioned on a cabinet against a brick wall. Natural light filters through two windows, complemented by sheer curtains, while a lamp adds warmth to the space.
Loft in Delta
4.96 out of 5 average rating, 199 reviews

Twenty Two Steps to Flat "212"

In Downtown Delta, Ohio, a small, friendly village a short distance from Toledo and Detroit. TwentyTwo Steps to Flat 212 is perfect for the quick getaway. Visit family, or attend sports, great for history buffs. Enjoy your stay in the newly decorated & unique space. A fully stocked kitchen, wi-fi, rainfall shower, heated floors, even a piano, restaurant, bar, & patio below, Walk through the entrance & feel at home. }FREE FULL BREAKFAST FOR TWO INCLUDED DAILY in the restaurant{

Top Guest favourite
The exterior of the bungalow showcases a white siding with a bright red door and barn quilt design. A small patio area features a glass-topped table surrounded by four metal chairs, nestled in a grassy lawn with surrounding greenery.
Bungalow in Jackson
4.95 out of 5 average rating, 408 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower only), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Top Guest favourite
A welcoming living room features a comfortable sectional sofa, accompanied by a decorative coffee table. A gas fireplace is seen beneath a mantle, with the word 'Relax' displayed above. Natural light enters through large windows, enhancing the cozy atmosphere.
Cottage in Grass Lake Charter Township
4.94 out of 5 average rating, 210 reviews

Clever Fox Cottage, hot tub and dog friendly

Enjoy our hot tub all year long. Canal views with free access to pedal boat, SUPs, and kayak. Relax by the indoor gas fireplace or fire pit. Guest rave about nearby wineries and walking trails. UM football : 30 miles to the Big House. Equestrians- Waterloo Hunt: 9 miles. We offer dog-friendly accommodations (pet fee required). Want a pontoon to explore the lake? Boat rental within walking distance at the end of our street. We do NOT take responsibility for third-party boat rentals.

Guest favourite
A light-filled living area is presented with a soft gray couch adorned with decorative pillows. Built-in white cabinetry features a television and shelves displaying plants and decorative items. A window provides views of outdoor greenery, enhancing the open and airy feel of the space.
Apartment in Marshall
4.86 out of 5 average rating, 239 reviews

Stunning Studio

Lovely one bedroom studio just a four minute walk from Marshall’s beautiful historic downtown! Shop, eat, and explore this bustling community with a small-town feel! Enjoy our full itinerary of local events, or explore other wonderful local communities. Marshall’s proximity to intersecting state highways I-94, and I-69 offers a perfect spot to access all the bounties the State of Michigan has to offer. Come explore the Great Lake State in comfort and style!

Guest favourite
Cabin in Osseo
5 out of 5 average rating, 5 reviews

Cowboy's Wolf Den

This unique little hand crafted canin is close to everything, making it easy to plan your visit. This is a rustic primitive cabin bring your own beds or there's two cots available This cabin Sits in our Rustic hand crafted Cowboy Town 🐎 complete with horses, pond for fishing or paddling around, river for exploring, lots of hiking and horse trails, close to bathroom and outdoor shower along with the kitchen area lots of wildlife and wilderness to enjoy

Guest favourite
A serene lakeside scene is depicted at dusk, featuring silhouetted trees against a colorful sky. Four white Adirondack chairs are positioned neatly near the water's edge, inviting a moment of relaxation as vibrant hues reflect on the lake's surface.
Apartment in Hillsdale
4.9 out of 5 average rating, 151 reviews

Come Stay At The Lake!

Enjoy your stay in this very private apartment on beautiful, Baw Beese Lake. If you are seeking a quiet stay where you can sit, relax and read a book at the water's edge, then look no further. There is parking for most any size vehicle from economy size to motor homes. This is a fully furnished apartment with kitchenette. This second story apartment is within 1 mile of downtown Hillsdale and within 2 miles of Hillsdale College.

Top Guest favourite
The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.
Cottage in Fremont
4.97 out of 5 average rating, 190 reviews

Relaxing Cottage Near Clear Lake

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Top Guest favourite
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
4.98 out of 5 average rating, 288 reviews

Water’s Edge-Hot Tub, Pet Friendly, No Fees

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 favourite
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, 283 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.

Guest favourite
A welcoming living area is centered around a glass-top coffee table placed on an orange area rug. Comfortable seating includes a dark leather sofa and two armchairs. Natural light enters through the windows, and a ceiling fan is mounted above.
Home in Hillsdale
4.87 out of 5 average rating, 15 reviews

A Home in Hillsdale

Relax with the whole family at this peaceful place to stay. Minutes walk to downtown activities, parks, and shopping. 20 minute walk to Hillsdale College. 15 minute walk/ 3 minute drive to Hillsdale Hospital. 10 minute drive to Sandy Beach at Baw Beese Lake. 39 minutes to Michigan International Speedway. Less than an hour to Firekeepers Casino.

Popular amenities for Osseo holiday rentals

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