Holiday rentals in Osseo

4.95 out of 5 average rating, 118 reviews

Home in West Unity

Stray Chalet: 2-bedroom home on a quiet street

The Stray Chalet boasts a relaxing, clean and open space with no steps. It is a peaceful home in a quiet neighborhood . Relax in comfort with everything you need in a home away from home. We try our best to be allergen free! The home is located 1 block from the quaint downtown and just steps away from Wabash Park and the Wabash Cannonball trailhead. West Unity is right along the Ohio Turnpike between exit 13 and 25. There are many adventures awaiting locally and even more within an hour's drive.

5 out of 5 average rating, 42 reviews

Home in Pittsford

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,

4.97 out of 5 average rating, 176 reviews

Loft in Delta

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{

4.91 out of 5 average rating, 117 reviews

Home in Coldwater

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.

4.81 out of 5 average rating, 179 reviews

Home in Coldwater

Lake Escape Cottage (waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

4.95 out of 5 average rating, 373 reviews

Bungalow in Jackson

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).

4.99 out of 5 average rating, 340 reviews

Farm stay in Hillsdale

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that 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.

4.96 out of 5 average rating, 266 reviews

Cabin in Archbold

20a Cabinn - Private cabin on 10 woodland acres

Relax with the whole family at this peaceful, rustic and freshly remodeled cabin. Located right off the Archbold turnpike exit just miles away from Sauders village. Enjoy staying inside by the cozy fireplace, 10 acres of wooded property along the tiffin river, direct access to fish the river, and enjoy miles of Scenic views with direct access to the Cannon-Wabash Bike and Walking trail! Room for plenty of guests with 3 bedrooms one king, two queens and a pull out couch.

4.89 out of 5 average rating, 141 reviews

Flat in Hillsdale

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.

4.97 out of 5 average rating, 173 reviews

Cottage in Fremont

The Cottage at The Mill District

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.

4.98 out of 5 average rating, 223 reviews

Home in Bronson

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.

4.89 out of 5 average rating, 273 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.

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Other great holiday rentals in Osseo

5 out of 5 average rating, 8 reviews

Hillsdale Haven

JohnRating, 5 stars1 week ago

Kind, patient hosts with a lovely home. Spacious kitchen/dining area and a comfortable living space.

5 out of 5 average rating, 8 reviews

Flat in Reading

The Green Room

AaronRating, 5 stars4 weeks ago

Frank is a great host, very friendly, helpful, and responsive. The Green Room is definitely a great little cozy place to stay. Definitely will be looking into this place more in the future. Definitely enjoyed it 10/10.

Home in Hudson

5 out of 5 average rating, 3 reviews

The Little Cottage on Lime Lake

NikkiRating, 5 stars4 weeks ago

The views from their Airbnb were so beautiful. The deck was fabulous to overlook during breakfast or dinner. We sat by the firepit in the evening watching the sun set. The Airbnb was close enough to town or parks to stay busy. Lovely surroundings, we will be back again. Host was fantastic!

5 out of 5 average rating, 36 reviews

The Arbor View Hillsdale Stunning, 1 mi to College

JaymeRating, 5 stars3 days ago

From the moment I walked into the house and Sue gave us a tour, I fell completely in love with it. It is exactly how it’s pictured and more. Sue went above and beyond to make sure our stay was perfect. She thought of literally everything! The house is stocked and with 2 kids, I so appreciated it. Not to mention it was CLEAN! If you’re looking for a place to stay in hillsdale look no more. I promise you won’t be disappointed.

4.74 out of 5 average rating, 288 reviews

Bear Lake Cottage ... Pontoon Available for Rent

DylanRating, 5 stars1 month ago

Ryan’s house was perfect for us right on the lake made nights a lot easier to relax, I would definitely stay with him again

5 out of 5 average rating, 3 reviews

Reedsong Cottage

LyndsayRating, 5 stars1 week ago

Reedsong cottage was the perfect get away spot for a relaxing weekend. It was clean and well put together. I can tell a lot of thought was put in to make it feel like home. The lake view was very pretty with the morning sunrise. Golf course was right near the property. Restaurants were just a 5-10 minute drive. Pizza delivery and some DoorDash were a nice option when I just wanted to stay in. It has a full kitchen if you want to cook. I had a question about how to lock the door and Stephanie responded right away with great instructions. Hillsdale has a little bit of everything for a small town. Finish line family diner was great for breakfast. You can tell they scratch cook. Birdies downtown was a very cute little shop. The farmers market seemed busy, but not as busy as the “sale barns.” Hillsdale college has a small but nice campus to drive through. Overall, I had a great time and I found the price to be very reasonable and the stay relaxing. I would stay there again!