Oswego Holiday Rentals, Illinois: Private House Rentals

A stone bridge over a calm river, surrounded by lush greenery and buildings.

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Our top choices for Oswego hotels

An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.

A modern hotel dining area with wooden tables and chairs, a central kitchen, and a decorative wall with geometric patterns.

A hotel room with a gray sofa, a bed with white bedding, a large abstract painting, a wooden door, and a desk with a lamp.

A modern lounge area with orange and blue seating, a patterned wall divider, and artwork on the walls.

1. Best Western Oswego Hotel

Oswego

John

2.049.062 ₫

2.233.068 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A cozy cabin interior with a stone fireplace, wooden furniture, and a loft area.

A banquet hall with tables set for a formal event, featuring white chairs with gold sashes, blue tablecloths, and a variety of tableware.

An American Inn with a red roof, stone pillars, and a covered entrance.

An indoor swimming pool with a wooden ceiling, a poolside seating area, and a covered patio with a floral umbrella.

2. AmericInn by Wyndham Oswego

Oswego

Christopher

2.968.812 ₫

3.287.156 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spa area with a pool, a chair, and a view of the outdoors.

An indoor swimming pool with a wooden ceiling, large arched windows, and lounge chairs.

A modern bathroom with a freestanding bathtub, a wall-mounted TV, and a built-in fireplace.

A hotel room with a large bed, a desk with a chair, a television, and a window with natural light.

3. Holiday Inn Express & Suites Aurora - Naperville by IHG

Downtown Aurora

Jordan

3.466.848 ₫

3.882.177 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A gym with treadmills, exercise balls, and weight machines.

A snack and beverage display area with various packaged snacks and refrigerated beverages.

A Hampton Inn hotel with a stone facade, a covered entrance, and an American flag.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a seating area with chairs and tables.

4. Hampton Inn Yorkville

Yorkville

Peter

2.836.865 ₫

3.091.615 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a reception desk, a herringbone patterned wall, and a chandelier.

A spacious dining area with multiple tables and chairs, large windows, and modern pendant lighting.

A hotel room with a bed, desk, chair, and a large window.

A spacious lobby with seating areas, a reception desk, and a large vertical advertisement.

5. Hollywood Casino Aurora

Aurora

Madyson

3.026.765 ₫

3.822.846 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a stone wall, flat-screen TV, comfortable seating, and a view of the outside.

A modern kitchen with a breakfast bar, stainless steel appliances, and a mosaic backsplash.

A compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.

A reception desk with a white brick wall, wooden cabinets, and pendant lighting. There are framed certificates on the wall and a clock.

6. Comfort Inn & Suites North Aurora - Naperville

Aurora

LEE

2.177.129 ₫

2.372.636 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A modern lobby with a grey sofa, armchairs, a coffee table, and a painting on the wall. A maintenance room sign is visible.

A breakfast area with a counter, coffee machines, and seating.

A hotel bathroom with a granite countertop sink, a mirror, a hair dryer, and a coffee maker.

A hotel room with two beds, a cityscape view, and a telephone on the nightstand.

7. Super 8 by Wyndham Aurora/Naperville Area

Fox Valley

Tomasz

2.155.138 ₫

2.413.324 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A lobby with a stone wall, a fireplace, seating area with sofas and chairs, and a large painting on the wall.

A modern hotel kitchen with a long counter, various appliances, and seating for guests.

A modern hotel lobby with a fireplace, comfortable seating, and a large window.

A corner market with refrigerated display cases and shelves stocked with snacks and beverages.

8. Fairfield Inn & Suites by Marriott Chicago Naperville/Aurora

Naperville

Pullaiah

2.616.953 ₫

2.917.379 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel entrance with a sign reading "HOTEL ARISTA," cars parked in front, and decorative lights.

A bathroom with two freestanding tubs, a mosaic tile accent wall, and a decorative plant with flowers.

A spacious lobby with leather sofas, a coffee table, and a fireplace.

A modern lobby with wooden slats, potted plants, and a reception desk.

9. Hotel Arista

Naperville

Isabel

4.589.434 ₫

5.503.088 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern gym with treadmills, stationary bikes, and weight machines.

A modern hotel lobby with seating areas, a reception desk, and a cityscape wall art.

A reception desk with a blue wall and a cityscape decoration above it.

10. La Quinta Inn & Suites by Wyndham Shorewood

Joliet

Silvia

3.236.587 ₫

3.753.768 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a fireplace, comfortable seating, and holiday decorations.

An indoor swimming pool with a clear view of the pool area, a lounge with chairs, and a reception desk.

A self-service breakfast bar with various beverage dispensers, including coffee and juice options.

A hotel room with a bed, a sofa, a wooden coffee table, and a wall-mounted TV.

11. Comfort Inn Romeoville - Bolingbrook

Romeoville

Mike

2.261.730 ₫

2.600.536 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A modern hotel lobby with a sofa, a wooden rocking chair, a round coffee table, and a fire feature.

A modern hotel lobby with a long reception desk, leather seating, and a prominent 'hotel INDIGO' sign.

A spacious lobby with large windows, a patterned carpet, and wooden ceiling beams.

12. Hotel Indigo Naperville Riverwalk by IHG

Naperville

Jacob

4.631.088 ₫

5.809.536 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A bed with white bedding and a wooden headboard.

A gym with exercise equipment, blue exercise balls, and a mirror reflecting the equipment.

A Holiday Inn Express & Suites building with a sign, a black SUV, and a parking lot.

A modern restaurant with a large glass table and wooden chairs, a coffee station, and a colorful geometric wall art piece.

13. Holiday Inn Express & Suites Yorkville by IHG

Yorkville

Tracy

3.052.896 ₫

3.521.438 ₫ total

includes taxes & fees

18 Oct - 19 Oct

An indoor pool with water jets, a slide, and a no-drink sign.

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a large open space with a high ceiling and hanging light fixtures.

A hotel lobby with a reception desk, seating area, and a fireplace.

An outdoor patio with brick flooring, metal chairs, a round table, and lounge chairs.

14. Hampton Inn & Suites Chicago/Aurora

West Aurora

Jamie

2.902.838 ₫

3.250.598 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with a stone fire feature, wicker furniture, and a view of the hotel interior.

A modern dining area with a large wooden table, multiple chairs, and a yellow sofa with orange and blue cushions.

A hotel room with a bed, a desk, a chair, a TV, and a sofa.

A modern breakfast area with a long communal table, individual seating, and a variety of breakfast options.

15. Home2 Suites by Hilton Joliet/Plainfield

Joliet

Richard

3.883.387 ₫

4.503.952 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a tiled border, sunlit interior, and a view of the outdoors through large windows.

A reception desk with a wooden panel backdrop, framed artwork, and a digital screen.

A modern living room with a sofa, a red armchair, a TV, and a lamp.

A hotel room with two beds, each with a striped bedspread, a bedside table with a lamp, and a headboard.

16. Country Inn & Suites by Radisson Romeoville I-55

Romeoville

ALVIN

2.801.679 ₫

3.221.582 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A 24/7 market with a variety of snacks and beverages, a coffee station, and a breakfast area.

A breakfast area with a sign reading "TOP IT BREAKFAST" and various food options like pancakes and eggs.

A hotel room with two beds, a desk, a chair, a TV, and a window with a city view.

A modern hotel lobby with a wooden reception desk, seating areas, and a mural of a highway.

17. Tru By Hilton Joliet Plainfield

Joliet

Rosalinda

3.276.689 ₫

3.800.303 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel lobby with a reception desk, a staircase, a sofa, and a chandelier.

A hotel room with a large bed, a desk with a computer, a TV, and a door leading to another room.

A breakfast bar with a coffee machine, tea station, and various food containers.

A Sleep Inn hotel with a stone entrance and a neon sign.

18. Sleep Inn Naperville - Chicago

Naperville

Lenell Tanisha

2.034.315 ₫

2.267.855 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A bar area with a long counter and multiple stools, a sign reading "HIGH LIMIT", and a carpeted floor.

A casino area with multiple gaming machines, a central bar, and a carpeted floor.

A hotel with a green-roofed building, a covered entrance, and a glass-walled extension.

A hotel room with two beds, a view of a cityscape, a dining table, and blue chairs.

19. Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Joliet

JULMA

2.030.434 ₫

2.805.071 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large bed, a bathroom with a sink and mirror, and a window with curtains.

A modern hotel lobby with a seating area, a counter with a display case, and a brick wall.

A bar area with a curved counter, multiple stools, and a display case with beverages.

A modern lobby with a central seating area featuring a glass table and chairs, a decorative apple arrangement, and a fireplace.

20. Hyatt Place Chicago/Naperville/Warrenville

Warrenville

Mia

2.770.891 ₫

3.075.136 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Oswego attractions

Hudson Crossing Park

6.0/10 (4 reviews)

A riverside sanctuary with accessible playgrounds, ziplines, and serene picnic spots along the Fox River. Explore the Egret sculpture garden or cross the pedestrian bridge for peaceful views of Waubonsie Creek.

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Fox Valley Winery

6.8/10 (5 reviews)

Fox Valley Winery showcases wines from grapes grown along the scenic Fox River Valley. Sample their diverse selection in the tasting room while admiring local artwork on display.

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Keller's Farmstand

This family-run farmstand offers seasonal delights from apple picking to a corn maze. Savour homegrown produce and fresh-baked treats while enjoying authentic farm activities during the vibrant fall festivities.

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Learn more about Oswego

Stroll along the Fox River Trail, where locals fish and kayak, then explore the charming downtown's boutiques and cafes. History buffs shouldn't miss Hudson Crossing Park's 'Memory Walk' or the Little White School Museum's exhibits on Oswego's past.

See all hotels in Oswego

Top Oswego Hotel Reviews

The Westin Chicago Lombard

10/10 Excellent

"Great facility, and excellent area."

Holiday Inn Chicago Oakbrook by IHG

8/10 Good

"Good breakfast for small add-on price."

Embassy Suites by Hilton Chicago Lombard Oak Brook

8/10 Good

"Great value!"

Sybaris Pool Suites

10/10 Excellent

"highly recommend this place everything was great with staff and the room!"

More cheap stays in Oswego

Red Roof Inn Chicago - Joliet

1750 Mcdonough St Joliet IL

1.373.544 ₫

1.593.197 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

1.978.975 ₫

2.206.162 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

2.088.944 ₫

2.339.200 ₫ total

17 Oct - 18 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

2.504.151 ₫

2.779.107 ₫ total

21 Oct - 22 Oct

includes taxes & fees

Best Western Naperville Inn

1617 Naperville Wheaton Rd Naperville IL

2.543.476 ₫

2.835.467 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Hollywood Casino Aurora

2500 N Farnsworth Ave Aurora IL

3.026.765 ₫

3.822.846 ₫ total

12 Oct - 13 Oct

includes taxes & fees

Hotels in Oswego with star rating

Frequently asked questions

What's the seasonal weather like in Oswego?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Oswego are January, November, February and December, with each month seeing an average of 14 cm of snowfall.

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Find hotels in Oswego, IL from 1.593.197 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oswego

Check prices for these dates

Filter by

Star rating

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Our top choices for Oswego hotels

1. Best Western Oswego Hotel

2. AmericInn by Wyndham Oswego

3. Holiday Inn Express & Suites Aurora - Naperville by IHG

4. Hampton Inn Yorkville

5. Hollywood Casino Aurora

6. Comfort Inn & Suites North Aurora - Naperville

7. Super 8 by Wyndham Aurora/Naperville Area

8. Fairfield Inn & Suites by Marriott Chicago Naperville/Aurora

9. Hotel Arista

10. La Quinta Inn & Suites by Wyndham Shorewood

11. Comfort Inn Romeoville - Bolingbrook

12. Hotel Indigo Naperville Riverwalk by IHG

13. Holiday Inn Express & Suites Yorkville by IHG

14. Hampton Inn & Suites Chicago/Aurora

15. Home2 Suites by Hilton Joliet/Plainfield

16. Country Inn & Suites by Radisson Romeoville I-55

17. Tru By Hilton Joliet Plainfield

18. Sleep Inn Naperville - Chicago

19. Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

20. Hyatt Place Chicago/Naperville/Warrenville

Stay near popular Oswego attractions

Hudson Crossing Park

Fox Valley Winery

Keller's Farmstand

Learn more about Oswego

Top Oswego Hotel Reviews

The Westin Chicago Lombard

Holiday Inn Chicago Oakbrook by IHG

Embassy Suites by Hilton Chicago Lombard Oak Brook

Sybaris Pool Suites

More cheap stays in Oswego

Red Roof Inn Chicago - Joliet

Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Best Western Naperville Inn

Hollywood Casino Aurora

Hotels in Oswego with star rating

Frequently asked questions

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