Osseo Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Osseo

Lakeside Lodge, Bird Lake, Osseo MI
10.0 out of 10, Exceptional, (24)
"Very nice peaceful location "
Lakeside Lodge, Bird Lake, Osseo MI
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
8.6 out of 10, Excellent, (30)
"We came to Hillsdale from NC for a family wedding being held at a nearby venue. The size of the listing was bigger than I really expected, which was great! It is an older building in which I have appreciation for but at first it may seem a little off. It really is quaint and we totally enjoyed our peaceful stay. We had one issue which was the check-in information was not sent the night before or even the day of until I reached out to the owner who did respond within 30 minutes and got us the...
The price is AU$200
includes taxes & fees
15 Dec - 16 Dec
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Cozy home in historic Hillsdale
10.0 out of 10, Exceptional, (11)
"This is a lovely home for visiting our college students. It is very clean. We were able to cook a meal for our kids and a few friends of their friends. Heather was very responsive when I messaged her. I would stay here again. "
The price is AU$514
includes taxes & fees
1 Dec - 2 Dec
Cozy home in historic Hillsdale
# Private Indoor Pool # Sleeps 27
9.8 out of 10, Exceptional, (40)
"What an awesome place my family stayed at for my wedding weekend!!!! We are already planning a week to come back in February!!!! Thank you so very much!!!!!! The memories are incredible!!!"
# Private Indoor Pool # Sleeps 27
Rest, Relax and Reboot...pet friendly
9.6 out of 10, Exceptional, (118)
"Very nice clean cottage with beautiful views. It was chilly and windy so we didn't take out the boats or kayaks so I guess we will have to come back. Rhonda stopped by to make we got checked in okay and didn't need anything. We thought that was above and beyond and it was appreciated. "
Rest, Relax and Reboot...pet friendly
Cabin, rustic elegance w/ hot tub, lake access
9.8 out of 10, Exceptional, (66)
"We had such a wonderful time! The place is perfect! Very clean and stocked with all you needed. The hot tub, fire pit and fireplace were amazing! Definitely would go back!"
The price is AU$257
includes taxes & fees
16 Dec - 17 Dec
Cabin, rustic elegance w/ hot tub, lake access
Crystal Blue Oasis-Lakefront,Family & Pet Friendly
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay very much! The spiral staircase was solid, but a bit of a challenge to take luggage up and down. Other than that, a wonderful place, and we loved the sunrises!"
Crystal Blue Oasis-Lakefront,Family & Pet Friendly
Cute Cottage in Irish Hills with access to all sports lake!
9.8 out of 10, Exceptional, (18)
"We we're in town for my daughter's wedding. Great little home on a small lake. Real close to the Michigan Speedway. Would stay again."
Cute Cottage in Irish Hills with access to all sports lake!
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
9.4 out of 10, Exceptional, (40)
"Cute and comfortable spot. Very clean, which is not always the case when you rent a pet friendly place. It I ever have an occasion to visit Hillsdale again, I’ll definitely check for availability here first"
The price is AU$196
includes taxes & fees
26 Nov - 27 Nov
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE
9.6 out of 10, Exceptional, (39)
"What a great week away from the business of life. Great location: golf course across the street, on the lake for boating, sand bar, fishing, walking around the island, golf carting if you bring one, and great community of friendly people. We had 8 people stay comfortably, 1 restroom is a bit challenging but do able. Parking is a little struggle for day guests. Only 3 parking spots including 1 in the garage. But again all minor details that are over come by the location. Refrigerator/freezer in...
LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE
Stunning lake front home & everything is new! Direct access to Nettle Lake!
10.0 out of 10, Exceptional, (101)
"I use to come here when I was a little girl. We stayed directly across the lake from my grandpas place.. Mike and Sue were extremely pleasant. Made us feel very comfortable. I would very much recommend this place! We are looking forward to our next vacation here"
Stunning lake front home & everything is new! Direct access to Nettle Lake!
Beautiful Clarklake home with lake access just steps from the lake!
10.0 out of 10, Exceptional, (26)
"4 nights with friends visiting from N. Carolina. The house was so beautifully decorated and had everything we needed for our stay. "
Beautiful Clarklake home with lake access just steps from the lake!
Sleeps 11 - Bar Room - Game Room - Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We booked this for a long weekend with the family to watch the eclipse and celebrate my nephew's birthday. The property was just as described; secluded, spacious, and quite charming. We had 6 adults, a 7 year old, and an 80 lb Rottweiler, and there was plenty of room for everyone. Lots of space for outdoor activities and even though you're literally 10 mins from civilization and a store, you feel like you're out in the middle of nowhere. The whole group said they'd definitely come back so if...
Sleeps 11 - Bar Room - Game Room - Handicap Accessible
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
10.0 out of 10, Exceptional, (6)
"Great location clean Great snack pkg was great because we didnt have time to go any where. So thoughtful abd helpful when my daughter left her dress."
The price is AU$838
includes taxes & fees
18 Nov - 19 Nov
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
Cottage Devils Lake Fire pit Grill Fishing Private backyard Dock
10.0 out of 10, Exceptional, (4)
"Nice little spot by both lakes. No shoes in carpeted areas and no food or drink in the bedrooms. Smallest bathroom I've ever been in that had a bathtub. Overall a good spot to stay for doing activities in the area. "
Cottage Devils Lake Fire pit Grill Fishing Private backyard Dock
Custom-Built Clarklake Cabin: Sauna & Cold Plunge!
10.0 out of 10, Exceptional, (34)
"This place is absolutely gorgeous! We are already talking about another stay there at some point. Stunning! Everything about the property is A+++"
Custom-Built Clarklake Cabin: Sauna & Cold Plunge!
Cozy 3BR lakefront cottage with hot tub perfect for families w/ private dock.
9.6 out of 10, Exceptional, (4)
"Cottage was very nice. "
Cozy 3BR lakefront cottage with hot tub perfect for families w/ private dock.
This newly renovated house has 4 bedrooms & 2 bathrooms in Clarklake Michigan.
9.6 out of 10, Exceptional, (14)
"Very nice weekend with my family at Clarklake. The property was exactly as advertised, very clean, and the entire rental process was flawless."
This newly renovated house has 4 bedrooms & 2 bathrooms in Clarklake Michigan.
Hot tub, fireplace. Lakefront, with roomy, yet homey ambience! Spring bargains!!
10.0 out of 10, Exceptional, (87)
"Turtle Point was clean, homey, and a perfect place to relax! With beautiful views from every spot in the house, to plenty of provided indoor games and outdoor activities, our stay was wonderful! Our host was excellent in communication and making sure everything was ready for our stay. When it’s time to get away again, we will definitely return! "
Hot tub, fireplace. Lakefront, with roomy, yet homey ambience! Spring bargains!!
Beach Hut Vibes in this Lake front cottage with hot tub!
10.0 out of 10, Exceptional, (6)
"My wife and I had a wonderful and relaxing stay on Silver Lake. The cottage is extremely well stocked for any kitchen and entertainment needs. We also enjoyed absolutely gorgeous sunsets over the lake every night of our stay."
Beach Hut Vibes in this Lake front cottage with hot tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Osseo
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Osseo you may be interested in

Lakeside Lodge, Bird Lake, Osseo MI
10.0 out of 10, Exceptional, (24)
"Very nice peaceful location "
Lakeside Lodge, Bird Lake, Osseo MI
Days Inn by Wyndham Hillsdale
2.0 star property
7.2 out of 10, Good, (651)
"Hotel was nice and clean, hotel room was clean a spacious...not bad for the price"
The price is AU$132
includes taxes & fees
21 Nov - 22 Nov
Days Inn by Wyndham Hillsdale
Holiday Inn Express & Suites Montpelier, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (636)
"Comfortable stay. "
The price is AU$179
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Montpelier, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Osseo?

Yes, there are holiday rentals close to the most popular sights in Osseo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osseo has to offer?

# Private Indoor Pool # Sleeps 27: This holiday home rental outside of Osseo is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

What’s there to see and do in Osseo?

While you're exploring the area, Baw Beese Lake and Fisher Lake are a couple of picturesque spots to get outside and enjoy nature. Hillsdale College and Lake Leann Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Osseo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osseo. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.