Oswego Vacation Rentals from $246: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Oswego?

Cozy lakefront home on Big Barbee Lake : This vacation home rental near Oswego offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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In two weeks

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Our top choices for Oswego vacation rentals

Fishing · Kayaks · Firepit · Paddleboat

Pierceton

joseph b.

$218 nightly

May 14 - May 15

Total with taxes and fees

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Syracuse

Samantha T.

$292 nightly

May 10 - May 11

Total with taxes and fees

Winona Lake Access With Pier

Warsaw

Beth S.

$250 nightly

May 10 - May 11

Total with taxes and fees

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Warsaw

Carol B.

$328 nightly

May 13 - May 14

Total with taxes and fees

Trail Side in the Heart of Winona Lake

Winona Lake

Melissa S.

$243 nightly

May 9 - May 10

Total with taxes and fees

Heart Jacuzzi · Kayaks · Firepit · Pier

Warsaw

Ed R.

$236 nightly

May 11 - May 12

Total with taxes and fees

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

Pierceton

William R.

$291 nightly

May 10 - May 11

Total with taxes and fees

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Milford

Elisha Y.

$374 nightly

May 11 - May 12

Total with taxes and fees

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Top Oswego Hotel Reviews

Quality Inn & Suites Goshen

10/10 Excellent

"Clean room the staff was nice"

Tru by Hilton Warsaw

10/10 Excellent

"A true gem in Warsaw IN. I've stayed at 3 other hotels that were just ok to meh. TRU had a cool, funky vibe. I loved the cozy sitting areas, pool table, 24/7 coffee/tea/cocoa bar, and free breakfast. The staff was super helpful, and knowledgeable about the area. The rooms were very clean, no stray hair found on floor or in bathroom which seems unusual anymore. Decor was fun, liked the window shades vs shabby drapes usually hung. Bed was firm, pillows fluffy/cozy. I would definitely stay here again. If you stay, go to Piña & Coconut on Center Street. This restaurant is Latin/Caribbean fusion and super yummy. I had the Caribbean chicken with yucca fries. Highly recommend."

Super 8 by Wyndham Columbia City

6/10 Okay

"Staff pleasant enough, no complaints there, room was priced reasonably... except, barking dog. A rather loud barking was annoyingly triggered while walking the hallway. Person at the desk explained the dog only barked when occupant was not in the room. The dog was quiet for roughly 8 hours per day, the rest of the time, not so much. Excuses from the front desk, not solutions. "

Wyndham Garden Warsaw

2/10 Terrible

"I would not take my dog to this place. I didn't get past the front desk area. The front doors were broken, the lobby smelled like horrible body oder, the curtains were disgusting. I told the clerk I could not allow myself to stay in this establishment. I'm a female and if I would have walked in late at night I would have been so scared. I cancelled my 2 nights and they did not charge me for a cancallation. I called expedia and they are in the process of refunding my money. I stayed elsewhere in the same city. You need to remove them from your stay list. Pool was also out of order and the restaurant was closed. Not a place to send anyone. I can only thank Expedia for refunding my the money I had already paid and I think they should check out the properties they are listing on your website periodically to make sure they are adequate. I'm not a wealthy person, but I want to be in a CLEAN AND SAFE environment."

Comfort Inn Goshen

4/10 Poor

"We arrived at 6pm and found 3 other parties waiting to check in. Desk attendant was missing in action. We waited 20 minutes and he finally showed up. No telling how long the others had waited before we arrived. We tried calling the number provided, but it rang at the front desk and no one was there to answer. Entering the elevator, we found it to be absolutely filthy. The room itself was reasonably clean, but the bathroom could have been better. Hair from a previous occupant was still in the tub. Hair dryer was missing, but had to get one at the front desk. The next day after return from the days activities, our key card did not work. We had reserved a 4 day stay, but was told we had to reactivate the card each day. An annoyance to say the least. Once in our room, we found that no one had cleaned the room. Trash and wet towels still there. We had to get towels from the front desk, told him we wanted towels and wash rags each day and gave him our room number. This is what happened every day for the rest of our stay. Every morning there was trash and used towels in the hallway waiting for someone to pick up, but was still there when we returned later in the day. Definitely will not stay here again. Breakfast was adequate, but after getting a glimps of the prep area I wonder about food safety. "

Find out more about Oswego

Everything you need to know about Oswego 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 Oswego 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 Oswego vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oswego vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oswego. 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 Oswego 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 $246 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 Oswego rentals

At Expedia, we put the best Oswego 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 Oswego 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 Oswego 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 Oswego. 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 a vacation rental in Oswego?

Yes, we have vacation rentals close to well known attractions in Oswego, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Oswego?

Cozy lakefront home on Big Barbee Lake: This vacation home rental near Oswego offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Oswego?

While you're exploring the area, Tippecanoe Lake and Big Chapman Lake are a couple of picturesque spots to get outside and enjoy nature. Dewart Lake and Big Barbee Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Oswego?

Vacation rentals are private properties you can stay in for a couple days or more in Oswego. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Oswego vacation rentals

Fishing · Kayaks · Firepit · Paddleboat

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Winona Lake Access With Pier

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Trail Side in the Heart of Winona Lake

Heart Jacuzzi · Kayaks · Firepit · Pier

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Cozy lakefront home on Big Barbee Lake

Lake View Lodge

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Webster - Charlee’s Cabin - Lake House with Pier

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom

3-BR + Firepit, Coffee Bar & Grill

Rock Run Creek House

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

Find vacation rentals that suit your style

Top Oswego Hotel Reviews

Quality Inn & Suites Goshen

Tru by Hilton Warsaw

Amish Inn

Holiday Inn Express Hotel & Suites Goshen by IHG

Super 8 by Wyndham Columbia City

Wyndham Garden Warsaw

Comfort Inn Goshen

Best Western Plus Warsaw

Fairfield Inn & Suites by Marriott Goshen

Find out more about Oswego

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