House vacation rentals in Oswego

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Popular amenities for Oswego house rentals

House rentals with a pool

Guest favorite
A private inground pool is surrounded by a spacious patio featuring multiple lounge chairs. The pool is marked with depth indicators, showcasing its range from 3 feet to 5 feet. Lush greenery and a white fence provide a serene atmosphere, with a shaded blue umbrella positioned nearby.
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
A charming two-story house features a blue exterior with white trim and a welcoming front porch. Flower beds with green shrubs and colorful blooms frame the walkway, while a clear blue sky enhances the overall bright appearance of the home.
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
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
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 favorite
A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.
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 favorite
The indoor pool area features a large swimming pool with clear blue water, surrounded by wooden beams and glass panels that create a bright atmosphere. A hot tub is located nearby, and seating is arranged along the pool's edge, providing a relaxing space for guests.
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 favorite
A spacious backyard is illuminated by soft evening light, showcasing a lush green lawn framed by well-maintained gardens. Multiple seating areas are visible, including a hammock, lounge chairs, and patio furniture. A large tree offers shade, while a pool is partially seen beyond the greenery.
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
A spacious covered patio is featured under the second-level balcony, framed by a well-maintained lawn. Two blue adirondack chairs are positioned beside a wooden lounge chair. The entrance showcases a navy blue door, accented by decorative oars and an anchor motif.
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 favorite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.
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 favorite
A spacious living area features two gray sofas and an ottoman, arranged on a light-colored rug. Large windows offer views of the river and allow natural light to fill the space. A dining table is situated nearby, enhancing the inviting layout.
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
A spacious living area is arranged with a dark sectional sofa and two accent chairs. A wooden coffee table is positioned in front, adorned with a bowl of greenery. Large windows allow natural light to fill the room, complemented by neutral-toned curtains and modern decor.
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 favorite
A well-lit bedroom features a spacious bed adorned with light gray bedding. A large mirror and a television are positioned against the wall, complemented by a lamp providing additional light. Soft curtains frame a window overlooking the outdoor area.
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 favorite
A modern dining area features a glass table surrounded by six blue upholstered chairs with decorative detailing. Above, sleek chrome pendant lights provide illumination. A large window allows natural light to fill the space, complementing the blue wall and area rug beneath.
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 favorite
A spacious living area is highlighted by a sectional sofa and a coffee table, featuring large windows that bring in natural light. The open design allows for a view of the kitchen, equipped with modern appliances. Textured accents and artwork add a touch of style.
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 favorite
A hot tub is nestled under a metal canopy, offering privacy with curtains that can be drawn. Steps lead up to the tub, surrounded by a concrete patio. Fallen leaves lay on the grass nearby, contributing to the serene outdoor setting.
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
A wooden deck furnishes an outdoor dining area with a large table and chairs, set against a backdrop of lush greenery and expansive views of the river. The tranquil water glistens in the sunlight, bordered by trees that enhance the natural setting.
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 favorite
A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.
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
The exterior of a two-story house is shown, covered in fresh snow. The front features a clean façade with dark and light siding. Snow-laden shrubs frame the entrance, which is highlighted by a small porch. A garage door is visible to the right.
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 favorite
A gathering area by the water features five comfortable chairs arranged around a rustic stone fire pit. The lush green lawn extends toward the river, with trees providing a backdrop against a sunset sky dotted with soft clouds.
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 favorite
A modern kitchen area features a spacious granite countertop with seating for casual dining. Stainless steel appliances are visible, and wooden beams enhance the ceiling's rustic charm. The open layout extends into a bright living room, where natural light filters through large windows.
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 favorite
The exterior of the home features a blue siding with white trim and architectural details. A welcoming front door is framed by well-maintained greenery and flowering plants. Steps lead to the entrance, providing accessibility to the charming facade.
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 favorite
The living room is spacious and features casual seating on a gray sectional sofa. Natural light enters through large windows, illuminating the polished floor. A round coffee table sits at the center, while a decorative bookshelf displays items against the wall. A ceiling fan enhances airflow.
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 favorite
The front porch features a welcoming atmosphere with a potted plant displaying vibrant red flowers. A wicker chair and blue-green chairs provide seating options. The entrance is complemented by a wooden 'WELCOME' sign and a door with a large window, framed by white trim.
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
A two-story home showcases a blue-gray exterior with a welcoming front porch and decorative door wreath. The structure is surrounded by mature trees, and a well-maintained front yard leads to a slightly elevated entrance. Upper story windows provide natural light to the interiors.
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 favorite
A comfortable living area features a light gray sofa positioned next to a white entertainment unit. A flat-screen TV is mounted on the wall, and a large area rug with intricate patterns covers the hardwood floor. Natural light from the windows brightens the space.
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

    ﺩ.ﺇ147 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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  2. United States
  3. Illinois
  4. Kendall County
  5. Oswego
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