House holiday rentals in Oswego

Find and book unique houses on Airbnb

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Popular amenities for Oswego house rentals

House rentals with a pool

Superhost
Home in Ottawa
4.67 out of 5 average rating, 9 reviews

Harbor Inn - Out of Office

EmilyRating, 5 stars18 months ago
The house was beautiful and perfectly clean. We had a great time enjoying the surroundings and going out to Ottawa and Starved Rock
Guest favourite
Home in Ottawa
4.94 out of 5 average rating, 66 reviews

Ottawa Oasis. Billiards. Pool. King Bed!

BobRating, 5 stars1 week ago
It was a great stay for me and my son and his wife and my two grandsons. The boys loved all the games and us adults really liked the pool table. Didn't get to enjoy the pool while we were there cause it was too early in the season, but all in all a really nice place to relax. It's got everything you need there minus the food of course.Give it a shot you won't be disappointed.
Top Guest favourite
Home in Bloomingdale
4.94 out of 5 average rating, 48 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars2 weeks ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Guest favourite
Home in Ottawa
4.88 out of 5 average rating, 41 reviews

Pearl Street Pool House

KarenRating, 5 stars2 weeks ago
Bachelorette weekend for my daughter in law to be. Loved the pool and hot tub. Beds were very comfortable. Michelle was available for all questions. Great Host!
Superhost
Home in Ottawa
4.8 out of 5 average rating, 10 reviews

The Nautical Nest

EvitaRating, 5 stars2 months ago
We had an amazing stay at Paula’s place! She was very helpful with checking in and also very responsive. The house looks exactly like the pictures. Nice neighborhood. We would definitely stay here again!
Guest favourite
Home in Plainfield
4.93 out of 5 average rating, 75 reviews

Relaxing Spanish style Home (w/inground pool)

DevonRating, 5 stars7 months ago
House was lovely. I enjoyed the homes decor. Every day I woke up with something else I loved. The house had everything we needed. Only thing I wished the pool heater was working and the pillows were flat. I would definitely stay here again.
Guest favourite
Home in Schaumburg
4.95 out of 5 average rating, 21 reviews

Paradise 4BR w/ Pool & Games

MariaRating, 5 stars1 day ago
We recently moved backed to the Chicagoland area from Texas. We needed a place to stay while our Chicago home was being renovated. Lily’s place was perfect. It had everything we needed for the duration of our extended stay. It was well appointed. Exceptionally clean. It had all the amenities necessary for our family to live comfortably and it was close to grocery stores, shopping, restaurants, and downtown Chicago. Highly recommend.
Guest favourite
Home in Elgin
4.88 out of 5 average rating, 16 reviews

$10 Cleaning Fee Promo! - Home in Elgin

MarkoRating, 5 stars1 day ago
I had an amazing stay at this Airbnb! The highlight was definitely the backyard — it’s beautifully maintained and perfect for relaxing. We especially enjoyed the bonfire area in the evenings, which made for such a cozy vibe. The theatre room was also a fantastic bonus — perfect for movie nights with great sound and seating. The home was clean, comfortable, and had everything we needed. I’d absolutely stay here again and recommend it to anyone looking for a peaceful and fun getaway!

Weekly house rentals

Superhost
Home in West Lawn
4.92 out of 5 average rating, 39 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars2 weeks ago
Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗
Guest favourite
Home in Glen Ellyn
4.92 out of 5 average rating, 148 reviews

Home in Glen Ellyn

LindaRating, 5 stars4 days ago
Humongous place to stay for a large group. Master bedroom was so huge! Having 5 bedrooms was great. We really enjoyed our stay.
Superhost
Home in Humboldt Park
4.88 out of 5 average rating, 8 reviews

Massive 8bd/3ba Building w/ Two Car Garage!

SonyaRating, 5 stars2 months ago
I loved this place. Perfectly accommodated 14 adults and 3 children. Only thing it could use was at least 2 extra blankets and a sheet pan for baking. Other then that, it was perfect! Walking distance to the bus stop to get to the train stain. Aldi (grocery store) 5 minutes away walking distance.
Top Guest favourite
Home in DeKalb
4.91 out of 5 average rating, 220 reviews

Country charmer house near NIU

MadisonRating, 5 stars1 month ago
This is our second year staying at this beautiful and convenient Airbnb. Only 15 minutes from the NIU Convocation Center! Close to a great pizza place that will deliver to the Airbnb. Cynthia is very responsive and very flexible. We love this space!
Top Guest favourite
Home in Streamwood
4.98 out of 5 average rating, 59 reviews

Suburban Serenity~Grill, Fire pit, Big yard~

AyaRating, 5 stars1 week ago
Always responsive and helpful owner. The house is just what our family needs in the area convenient for our stay in the Chicago suburbs. Will definitely return again!
Guest favourite
Home in Justice
4.93 out of 5 average rating, 224 reviews

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin

PaulRating, 5 stars2 months ago
Great place with plenty of space. Our family really enjoyed Michael’s home.
Superhost
Home in Wood Dale
4.76 out of 5 average rating, 160 reviews

Excellent Location for Vacation or Business Stays.

JamesRating, 5 stars3 months ago
This was our second stay at Rita’s and we found it very accommodating and great of an experience as our last visit. The neighborhood is in a great location and it is cozy and quiet. The property was extremely clean. We would be happy with staying here again in the future.
Top Guest favourite
Home in Itasca
5 out of 5 average rating, 52 reviews

RANCH, House-tel: updated full kitchen, comfy beds

JanetRating, 5 stars3 days ago
This was our second time staying at Jehu's home in Itasca, IL. We have family and friends nearby so the location is perfect. The beds are comfortable, and the house is very clean. Having bottled water, coffee, a variety of beverages and snacks at our disposal was a plus. Jehu was very responsive to any questions we had. We would definitely book this property again for our next visit to the Chicagoland area.

Private house rentals

Top Guest favourite
Home in Geneva
4.97 out of 5 average rating, 104 reviews

Cozy Ranch duplex close to downtown Geneva

CharlieRating, 5 stars3 weeks ago
Amazing place to stay. Jane had plenty of snacks in the house. Made cookies and snacks for us. Made us feel at home in a quiet neighborhood that was very walkable to great restaurants, coffee and donuts.
Guest favourite
Home in Aurora
4.92 out of 5 average rating, 39 reviews

Spacious family friendly home away from home

KatieRating, 5 stars1 week ago
This was a great stay, I definitely would come here again!! The host was very responsive and friendly!! I enjoyed the area very much!!😀
Top Guest favourite
Home in Oak Park
5 out of 5 average rating, 5 reviews

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath

VinceRating, 5 stars4 months ago
This is the 2nd time this year we rented from Michael. He continued to impress with the responsiveness. This time we filled the whole house, all bedrooms and both floors, 12 in total, mix of kids and adults. We decorated for Christmas, made it feel like we were home for the holidays. We walked all around the neighborhood, got coffee in the morning, fresh bread from a fabulous bakery in Downtown Oak Park and always felt safe and enjoyed the friendly neighborhood. The home and bedrooms were warm when you wanted them warm during the day and cool at night to sleep in. Kitchens were well equipped and all the appliances worked perfectly. The tankless water heater was a blessing when we were all trying to get out for a family event. At one point we realized that we were out of trash bags on Christmas morning. Michael had them there in less than 30 minutes. Over the top responsiveness. Being 10 minutes from the Eisenhower makes this convenient to either Downtown or Oak Brook.
Guest favourite
Home in Ottawa
4.93 out of 5 average rating, 259 reviews

Bungalow on Vine.

SamanthaRating, 5 stars2 weeks ago
Suzie’s place was great. It was clean and comfortable. We would likely stay again if visiting the area.
Top Guest favourite
Home in Elmhurst
5 out of 5 average rating, 48 reviews

Big Family Home with 4 King Beds

GabrielRating, 5 stars5 days ago
I will be recommending this place to everyone for a nice get together. The neighborhood was nice and quiet and it is a beautiful place to relax or to have as an activity weekend. Plenty of stuff to do
Superhost
Home in Austin
4.88 out of 5 average rating, 48 reviews

Grand Victorian Mansion in Austin Area

SaifRating, 5 stars6 months ago
The accommodation was spacious and very comfortable for our large group of 16. While the floors creak a bit, it wasn’t an issue. Samantha was always quick to address any questions and issues. The gated parking area provided ample space for our cars, which was a great convenience.
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Top Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 126 reviews

Quiet cul-de-sac with huge fenced in backyard

CandaceRating, 5 stars1 week ago
Tom’s place felt right at home! Spacious backyard, quiet neighborhood, and he’s very friendly. Responded right away with any questions or comments we had! 10/10 recommend anyone to stay here if available!

Quick stats about house rentals in Oswego

  • Total rentals

    20 properties

  • Nightly prices starting at

    $63 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

  1. Airbnb
  2. United States
  3. Illinois
  4. Kendall County
  5. Oswego
  6. House rentals