Osgood Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Osgood vacation rentals

Living area

Cheerful 2 Bedroom Home In Trenton City

Cheerful 2 Bedroom Home In Trenton City
Trenton
10.0 out of 10, Exceptional, (5 reviews)
"Nice, cozy home. Perfect for a couple or family with small children. "
United States
Melissa
$139 nightly
The price is $143
May 11 - May 12
Total with taxes and fees
Cheerful 2 Bedroom Home In Trenton City
Fridge, microwave, oven, stovetop

Beach House- Newly Constructed

Beach House- Newly Constructed
Trenton
10.0 out of 10, Exceptional, (9 reviews)
"Everything was perfect .. will stay again! "
United States
Deborah
$166 nightly
The price is $185
May 10 - May 11
Total with taxes and fees
Beach House- Newly Constructed
Fridge, microwave, oven, stovetop

Classic Red Brick Getaway

Classic Red Brick Getaway
Milan
10.0 out of 10, Exceptional, (1 review)
"House was great and as advertised. "
United States
Ben T.
$303 nightly
The price is $325
May 12 - May 13
Total with taxes and fees
Classic Red Brick Getaway
Fridge, oven, stovetop, coffee/tea maker

The Lodge @ K4C Premier Cottages

The Lodge @ K4C Premier Cottages
Trenton
10.0 out of 10, Exceptional, (4 reviews)
"This property was exactly what we were looking for in the exact location. Everything was very clean and new. "
United States
Luke
$190 nightly
The price is $213
May 10 - May 11
Total with taxes and fees
The Lodge @ K4C Premier Cottages
Living area

Charming 1-bedroom house in enjoyable Milan with AC

Charming 1-bedroom house in enjoyable Milan with AC
Milan
10.0 out of 10, Exceptional, (4 reviews)
"Exactly what we were looking for "
United States
Mark H.
$200 nightly
The price is $215
May 14 - May 15
Total with taxes and fees
Charming 1-bedroom house in enjoyable Milan with AC
Interior

City Loft

City Loft
Trenton
10.0 out of 10, Exceptional, (4 reviews)
"We have stayed at the Loft several times and it is always clean, comfortable and inviting. "
United States
Craig A.
$179 nightly
The price is $200
May 10 - May 11
Total with taxes and fees
City Loft
1 bedroom, WiFi, bed sheets

The Modern Farm House

The Modern Farm House
Trenton
10.0 out of 10, Exceptional, (8 reviews)
"Just an overnight stay on my way to Branson, but was perfect. I would definitely stay there again and maybe for a longer stay."
United States
Gwen
$166 nightly
The price is $185
May 10 - May 11
Total with taxes and fees
The Modern Farm House
Fireplace, table tennis

The Green House! Sleeps 12

The Green House! Sleeps 12
Trenton
10.0 out of 10, Exceptional, (9 reviews)
"Absolutely wonderful and will stay again "
United States
Steve K.
$228 nightly
The price is $233
May 9 - May 10
Total with taxes and fees
The Green House! Sleeps 12
Exterior

Newly Constructed! "The Stables"

Newly Constructed! "The Stables"
Trenton
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay! Cozy and conveniently close to family in Trenton!"
United Kingdom
Suzanne L.
$166 nightly
The price is $185
May 10 - May 11
Total with taxes and fees
Newly Constructed! "The Stables"
1 bedroom, WiFi, bed sheets

The Honeymoon Hideaway

The Honeymoon Hideaway
Trenton
10.0 out of 10, Exceptional, (5 reviews)
"The home was cozy, clean & close to everything we needed. We had a great little hunting trip getaway. We love the K4C family!"
United States
Rachel N.
$166 nightly
The price is $185
May 10 - May 11
Total with taxes and fees
The Honeymoon Hideaway
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.
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Top Osgood Hotel Reviews

Cozy Cabin in the Orchard - Peaceful Country Escape

Cozy Cabin in the Orchard - Peaceful Country Escape

10/10 Excellent
"Very clean, very comfortable beds. Highly recommend"
Jordan B. 3-night trip
Posted 1 day ago
Cozy Cabin in the Orchard - Peaceful Country Escape

Find out more about Osgood

Everything you need to know about Osgood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osgood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osgood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osgood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osgood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osgood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $143 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osgood rentals

At Expedia, we put the best Osgood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osgood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osgood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osgood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Osgood?

Yes, we offer vacation rentals near well known sights in Osgood, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Osgood?

Charming 1-bedroom house in enjoyable Milan with AC: This vacation home rental near Osgood has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Osgood?

Visit the sights while you're exploring the area such as Black Silo Winery and Gladys Grimes Public Park.

What are vacation rentals like in Osgood?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Osgood. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips.