
Vacation rentals in Oswego
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Top-rated vacation rentals in Oswego
Guests agree: these stays are highly rated for location, cleanliness, and more.

Large Family Home w/Garage-King beds, Fast Wi-Fi
Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!
LUXURY HOME WITH A SPECTACULAR VIEW OF THE WATER. EXECUTIVE BRICK HOME WITH BRAZILIAN CHERRY-HARD WOOD FLOORS. FLOOR TO CEILING WINDOWS IN FAMILY ROOM WITH 14' CEILINGS/DECORATIVE BRICK FIREPLACE. GOURMET KITCHEN W/ MAPLE CABINETS/GRANITE & SS APPS/EATING ISLAND. SUNROOM WITH BEAUTIFUL VIEW OF POND. LUXURY MASTER SUITE W/ LUXURY BATH. FULL FINISHED BASEMENT WITH 9' FOOT CEILINGS INC FULL BATH & BED. TRANQUIL BRICK PAVER PATIO. (Plus 100-acre park, paths, soccer & baseball fields, & more).

AT YOUR SERVICE! Downtown Aurora River Facing Gem
Welcome to your cozy retreat in the heart of Downtown Aurora! This charming 1-bedroom apartment is perfect for up to 2 guests and offers a peaceful river view. The unit is complete with a full kitchen & is pet-friendly. Located steps from Hollywood Casino, Paramount Theatre, RiverEdge Park, and the scenic Riverwalk, you'll have easy access to local attractions. Stroll to restaurants, shops, and entertainment, making this the perfect base for exploring all that Downtown Aurora has to offer.

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Nice, Private Ranch Home
Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

The Loft-Rustic Retreat and Sauna
This unique space features a beautiful relaxing yard space and easy walking distance to downtown Oswego.. If you need a place to work quietly or stay overnight this is the ideal location to get rest and relaxation, as well as, enjoy the local tranquilities. Antique shopping, River adventures, Bike trails, and more! The Fox River Trail is a few blocks from the Loft and goes North all of the way up to Algonquin. Along the trail is the River where you can tube, kayak, canoe, fish…

Riverfront Townhome in Downtown Yorkville
➢ Everything is sanitized/washed/cleaned after every guest ➢ Right on Fox river ➢ Raging Waves Waterpark - 4.1mi ➢ Yak Shack (Canoe & kayak rental) - 0.8mi ➢ Saw Wee Kee Park - 6mi ➢ Fast, Dedicated Wifi ➢ Free parking in attached garage for 2 compact-size cars + additional free parking onsite. ➢ 3 Smart TVs (Living Room, Bedrooms) ➢ Fully equipped + stocked kitchen / bathroom / laundry ➢ Located Downtown Yorkville ➢ Pack 'n Play ➢ High chair ➢ Kurig coffee maker ➢ King size beds

Cozy 4-bedroom ranch - minutes from everything
Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

1 Bed w/ Full Kitchen A Mile From Downtown Oswego
Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Cozy Lakeview Studio with Private Access
Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Comforts of home in downtown Naperville
Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.
Popular amenities for Oswego vacation rentals
Other great vacation rentals in Oswego

Batavia - World Traveler Hideaway (Room 1)

Modern Naperville Room | Pool. Free Breakfast

Private room in a nice home w/pond view

Aurora House • Room # 2 (Queen Bed)

Tranquil room with nature view in a safe neighbood

Cozy Bedroom in House - 10 min from Metra

Enchanted Egyptian “Treehouse” with Soaking Tub

E. Quiet room short - long term.
Quick stats about vacation rentals in Oswego
Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Oswego?
Yes! Work meets play with ease at over 20 vacation rentals in Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Oswego have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Oswego. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oswego?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Oswego have wifi?
Absolutely! We offer over 10 house rentals with wifi in Oswego. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Oswego?
Four-legged friends are welcome in Oswego. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Oswego?
Experience the best of Oswego with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oswego have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Oswego. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oswego have free parking?
Absolutely! We offer over 10 house rentals with free parking in Oswego. Enjoy a tailored experience with all the comforts you desire.
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