Holiday Rentals in Oswego

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Holiday Rentals in Oswego

Welcome to our Home in Ligonier

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is our third time renting this property. The hosts are awesome and pay attention to detail. Couldn't be happier with our stay!"
The price is €210
includes taxes & fees
29 Jul - 30 Jul
Welcome to our Home in Ligonier

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (5)
"We had a wonderful time here. We stayed here to "unplug" and refresh and it was the perfect place to do so! Comfortable, very clean, with personal touches down to the snacks provided- all made for a stay we will be back for!"
The price is €177
includes taxes & fees
24 Jul - 25 Jul
Woodside Retreat in the Heart of Amish Country

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

9.4 out of 10, Exceptional, (10)
"This isn't our first time staying here and we love it. It's easy to find, simple living and quiet. Also, there is food delivery available so we don't have to cook after a long hunt."
The price is €282
includes taxes & fees
31 Jul - 1 Aug
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

10.0 out of 10, Exceptional, (1)
"We were in town for a wedding. This house was a fabulous stay for us! It was spacious, very clean and in a great location. Our host was fabulous, always quick to respond. When we arrived we were greeted by a personalized welcome sign, fresh made bread and a goody basket of snacks. There were 4 adults staying and it was great! We really enjoyed front porch sitting!!! If we are ever in the area again, we would definitely make this our place to stay."
The price is €265
includes taxes & fees
5 Aug - 6 Aug
Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

Trail Side in the Heart of Winona Lake

10.0 out of 10, Exceptional, (23)
"House very comfortable, we enjoyed being close to the trails"
The price is €237
includes taxes & fees
23 Jul - 24 Jul
Trail Side in the Heart of Winona Lake

Cozy lakefront home on Big Barbee Lake

10.0 out of 10, Exceptional, (5)
The price is €288
includes taxes & fees
17 Jul - 18 Jul
Cozy lakefront home on Big Barbee Lake

Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

9.6 out of 10, Exceptional, (7)
"The house was comfortable. We came to town for a wedding and had little time for more. The home served our needs and we felt safe and comfortable "
The price is €204
includes taxes & fees
22 Jul - 23 Jul
Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

10.0 out of 10, Exceptional, (1)
"Great views, spacious, clean home, responsive owner. "
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

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

10.0 out of 10, Exceptional, (1)
"Fantastic place to get away right on the water. Enjoyed our 3 day stay with my husband and our puppy. There is a fenced in yard and a dock. Wonderful place to relax. Our host was very helpful and easy to get in touch with.Recommend highly "
The price is €481
includes taxes & fees
13 Aug - 14 Aug
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

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

10.0 out of 10, Exceptional, (25)
"The stay was just arpund the corber from our home but felt like a getaway!"
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Summer Special! 6-Bed Channel Home!

9.8 out of 10, Exceptional, (27)
"Great accommodations for our needs. Very good communication with host."
Summer Special! 6-Bed Channel Home!

Webster - Charlee’s Cabin - Lake House with Pier

The price is €524
includes taxes & fees
29 Jul - 30 Jul
Webster - Charlee’s Cabin - Lake House with Pier

Red Cottage - Papakeechie - Secluded - Swim - Bonfires - Fish - Relax

The price is €425
includes taxes & fees
3 Aug - 4 Aug
Red Cottage - Papakeechie - Secluded - Swim - Bonfires - Fish - Relax

Rock Run Creek House

The price is €549
includes taxes & fees
29 Jul - 30 Jul
Rock Run Creek House

Bring the whole Family Webster Lake Retreat Swim

Bring the whole Family Webster Lake Retreat Swim

3-bdrm, step-free house, lake channel, 5 kayaks, paddleboat, grill and more!

The price is €423
includes taxes & fees
13 Aug - 14 Aug
3-bdrm, step-free house, lake channel, 5 kayaks, paddleboat, grill and more!

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

The price is €555
includes taxes & fees
17 Jul - 18 Jul
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
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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Frequently asked questions

Can I find a holiday rental in Oswego?

Yes, there are holiday rentals close to the most popular sights in Oswego, 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 Oswego has to offer?

Charming farmhouse in peaceful countryside: This holiday home rental outside of Oswego is located in a rural location, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Oswego?

While you're exploring the area, Tippecanoe Lake and Chapman Lakes 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 wider area.

What are holiday rentals like in Oswego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oswego. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.