House holiday rentals in Oswego

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Popular amenities for Oswego house rentals

House rentals with a pool

Guest favourite
Home in Ottawa
4.93 out of 5 average rating, 72 reviews

Ottawa Oasis. Billiards. Pool. King Bed!

MagdalenaRating, 5 stars1 week ago
Great place for multiples families with kids. The layout was perfect. Kids were happy, and parents were able to relax.
Superhost
Home in Ottawa
5 out of 5 average rating, 3 reviews

Harbor Inn - Zuzu's Petals

Jeff - PFS AmericasRating, 5 stars1 month ago
Richard's place was great and as described. We will stay there again when in the area.
Superhost
Home in Des Plaines
5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

HannahRating, 5 stars4 weeks ago
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!
Guest favourite
Home in Bloomingdale
4.92 out of 5 average rating, 51 reviews

Now Open: Heated Pool with Entire House

TaraRating, 5 stars1 month ago
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.
Guest favourite
Home in Ottawa
4.9 out of 5 average rating, 50 reviews

Pearl Street Pool House

AbbyRating, 5 stars1 day ago
This is a great weekend getaway for friends or family! Michelle was a great host by checking in with me during the first couple hours of our stay making sure that we were satisfied with everything. We had zero problems with the state of the house, pool, and hot tub. Our stay was great!
Guest favourite
Home in Schaumburg
4.92 out of 5 average rating, 26 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

SarahRating, 5 stars1 week ago
We stayed here while our floors were being refinished and Marzena’s Oasis did not disappoint! You can tell she takes great pride in her listing; everything was as described and more. The home was very clean with plenty of linens, dishes, and kitchen/pantry supplies. My kids left more crumbs on the floor than usual during breakfast one day…I could not find a broom so I messaged Marzena. She dropped off a stick vacuum AND some delicious treats. Above and beyond to make us feel welcome and comfortable. Thank you for a home away from home!
Superhost
Home in Ottawa
4.83 out of 5 average rating, 12 reviews

The Nautical Nest

KaitlynRating, 5 stars3 weeks ago
We enjoyed our stay at the Nautical Nest and especially appreciate our host’s flexibility and kindness. The nest is cute and comfortable and located in a safe community. With State Parks nearby and great local eats you can’t go wrong booking here!
Guest favourite
Home in Plainfield
4.94 out of 5 average rating, 77 reviews

Relaxing Spanish style Home (w/inground pool)

BethanyRating, 5 stars1 month ago
Stayed here the night before my wedding with my siblings who stayed the night of the wedding. We hosted our getting ready portion here for the morning of the wedding and Olinka and Daniel were gracious enough to allow us to stay in their beautiful home. Made for gorgeous pictures and a comfortable stay both nights. Thank you!!

Weekly house rentals

Guest favourite
Home in Elgin
4.9 out of 5 average rating, 77 reviews

Little house on the river

AnneRating, 5 stars2 days ago
Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.
Superhost
Home in Oswego
4.71 out of 5 average rating, 7 reviews

Your Unique Stay by the Tracks | LCP Collection

NicoleRating, 5 stars1 month ago
We definitely enjoyed our stay. The house beautiful and lots of room! Even though it’s right next to train track we literally only heard the train one time it’s a very quiet and beautiful home inside and out. There is also a beautiful walking trail very close by the water. The beds are absolutely so comfortable! We would definitely choose to stay here again if we are in the area!!!! Thank you so much !!!!
Guest favourite
Home in Aurora
4.93 out of 5 average rating, 42 reviews

Spacious family friendly home away from home

SavannahRating, 5 stars1 month ago
My stay with my family was wonderful very peaceful and quiet. Everything was great. I also forgot to pack bathroom supplies and I’m so grateful that the host had basic necessities overall wonderful. I had a wonderful Mother’s Day staying. There will definitely come back again.
Guest favourite
Home in Plainfield
4.83 out of 5 average rating, 36 reviews

Plainfield Home near Harrah’s Casino & Restaurants

RebeccaRating, 5 stars1 week ago
Antonio’s home worked out very well! The beds were comfortable, which is always my first concern. The number of bedrooms and beds offered is always the thing I look for most. I travel with 2 young adult daughters and occasionally my parents who are in their 70’s. Antonio’s home worked out well for what we needed. We didn’t do a lot of cooking because we were in the area to help family move into the area. When I had a question Antonio was quick to respond and give guidance which i appreciate. We will keep this home in mind in the future now that we have family a neighborhood or so away! I would stay here again.
Guest favourite
Home in Custer Park
4.91 out of 5 average rating, 93 reviews

Modern River Cabin

DonnaRating, 5 stars1 week ago
Nicolas is always accommodating and makes me feel at home.
Guest favourite
Home in Montgomery
4.79 out of 5 average rating, 42 reviews

Skip the hotel! Relax here!

TylerRating, 5 stars3 weeks ago
We stayed here while in town for a wedding at heritage prairie farms. It was a convenient spot to stay for a family with little kids.
Superhost
Home in Plano
4.9 out of 5 average rating, 29 reviews

Retreat on Fox River w/ Stunning Views & Hot Tub!

PhilipRating, 5 stars1 month ago
We are so thankful for the entire team that responded to us when we had questions and ensured we had an amazing stay!
Top Guest favourite
Home in Geneva
4.93 out of 5 average rating, 85 reviews

The Secret Garden

JenniferRating, 5 stars4 days ago
Loved this experience in Geneva! Great location and all the amenities you could need. Even snacks, a coffee assortment, and some beverages, which were a lovely extra touch. Mary was a great communicator and we felt right at home. Would definitely stay again!

Private house rentals

Superhost
Home in Aurora
4.8 out of 5 average rating, 49 reviews

Cozy Home 3BD 2 BA: Central; I-88/Outlet Mall/Park

TeniyahRating, 5 stars2 weeks ago
The house was just as listed. It actually looked better than the pictures. We came into town for the Naval Boot Camp graduation. This house is FAR from there. 1+ hours away, all toll road. But the listings in the city were smaller and had fewer bathrooms. This house has 2.5 baths. We enjoyed our stay but there were a few things that could be improved. For a 1 week stay with 3 adults and 4 children, we had 4 washcloths and not enough towels. The listing said to buy whatever cleaning supplies that weren’t there but I didn’t expect to have to buy a broom. Yes a vacuum is provided but the house is hardwood and the vacuum didn’t pick up well on those floors. Also, be prepared to go shopping on your vacation for paper towels, dishwasher detergent and body wash (If you fly in and didn’t check a bag with your liquids inside). I don’t want to sound dissatisfied, because I was satisfied. But after looking at several listings, I thought those things should have been included.
Top Guest favourite
Home in Wilmington
4.97 out of 5 average rating, 62 reviews

Waterfront dog friendly 3 bedroom home w/game room

KarenRating, 5 stars1 month ago
Great vacation with our dogs. Couldn’t be any more dog friendly and pretty human friendly too. Great place to relax and reset. We really enjoyed being in the treetops with all of the wild life. Can’t wait to come back in the summer to float down the river. Book today, you will not be sorry.
Guest favourite
Home in Batavia
5 out of 5 average rating, 5 reviews

Charming Guest House on Farm

AnnaRating, 5 stars5 months ago
We had an EXCELLENT time at Marianne's home in Batavia. The home was outfitted with everything that we required and then some. The place is even bigger than it appeared in the listings. There were sectional sofas both upstairs and in the basement that we didn't recall from the listing that provided even more sitting room with family. The property is so beautiful. We had such a wonderful time watching the horses play in the pastures directly out the window. Can't recommend these hosts or their property enough! Thanks again for a wonderful home away from home this holiday season.
Top Guest favourite
Home in Elgin
5 out of 5 average rating, 24 reviews

Little Blue House

ErikRating, 5 stars3 weeks ago
We enjoyed our stay. Very quiet for the location. Very clean and well kept house. The Shop next door was relatively quiet, did spook our pup a couple times while being outside. Didn’t bother me or my wife and dog at all while inside the house. We will gladly stay again at this location. Thank you again alex, you are a great host!
Top Guest favourite
Home in Aurora
5 out of 5 average rating, 27 reviews

Evergreen Retreat

KarenRating, 5 stars1 month ago
Spectacular place with so much to offer. Was pleasantly surprised with the outdoor setting. We were in town for a family wedding and the property was selected based on proximity to the venue. After this experience, we're considering scheduling a family reunion since the accommodations were so great!
Guest favourite
Home in Morris
4.87 out of 5 average rating, 52 reviews

Jewel by the river!

WeselleyRating, 5 stars1 week ago
Nice house in a quiet neighborhood near downtown. I would stay there again for sure. It's an older house, but nice and roomy and complete kitchen. Nice front porch. Wifi worked great. You do need to do a bit more clean up and sheets to the laundry when leaving but then you avoid a cleaning fee- so that can be worth the effort but do leave extra ten or 15 minutes for chores at the end
Superhost
Home in Aurora
4.81 out of 5 average rating, 63 reviews

Little house on Prairie. Nautical theme 3 bedroom.

KelleyRating, 5 stars1 month ago
Gloria’s place is so cute and spacious! Having three bedrooms was so nice. The bathroom is small but manageable. The area is so pretty and convenient. We walked to a draft pub, Aurora University, ice cream, a park and downtown! It was an exceptionally wonderful stay.
Guest favourite
Home in Lisle
4.97 out of 5 average rating, 33 reviews

Cute & Cozy Lisle, IL House Near the Best Areas

AmyRating, 5 stars2 weeks ago
The hosts communicated well and got back to me quickly when I had questions. The house was clean and had everything we needed.

Quick stats about house rentals in Oswego

  • Total rentals

    20 properties

  • Nightly prices starting at

    $62 AUD before taxes and fees

  • Total number of reviews

    780 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

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  4. Kendall County
  5. Oswego
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