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.

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 air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Are there family-friendly vacation rentals in Oswego?

Oswego has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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.

Vacation rentals in Oswego

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oswego

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A modern two-story house features a light, neutral exterior with decorative shutters. The inviting front yard is well-maintained, including colorful shrubs and a manicured lawn. A garage door is visible on the right side, and tall trees frame the property against a clear blue sky.

Home in Naperville

4.86 out of 5 average rating, 144 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs (w/ complimentary Hulu & Disney+), an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

Guest favorite

A spacious master bedroom features a large bed with a neutral-coloured duvet, accompanied by decorative pillows. A ceiling fan provides ventilation, and natural light filters through sheer curtains. A cozy chair offers additional seating, with framed art adorning the walls.

Home in Aurora

4.9 out of 5 average rating, 172 reviews

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.

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

4.63 out of 5 average rating, 8 reviews

Your Unique Stay by the Tracks | LCP Collection

Our cozy home offers charm, comfort, and a touch of adventure! Located in Oswego, it’s perfect for relaxing or exploring. Here’s the fun part—you’re right by a railroad track! Occasionally, you’ll hear the friendly rumble of a passing train. Think of it as a cheerful wave from the conductor! We’ve added sound machines to keep things peaceful, and most guests say it adds charm to their stay. Also enjoy our game room with a classic Arcade Game! Hop aboard and book your unique getaway today!

Guest favorite

A modern kitchen features dark cabinetry complemented by granite countertops. Stainless steel appliances, including a refrigerator and stove, are present. Two bar stools with circular bases are positioned near the countertop. Pendant lights hang above the island, adding functional illumination to the space.

Apartment in Aurora

4.84 out of 5 average rating, 93 reviews

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.

Guest favorite

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

4.85 out of 5 average rating, 132 reviews

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!

Guest favorite

A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.

Home in Montgomery

4.86 out of 5 average rating, 147 reviews

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.

Top guest favorite

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

4.99 out of 5 average rating, 181 reviews

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.

Guest favorite

A spacious room is highlighted by a patterned bedspread on a comfortable bed, with a wooden headboard. A flat-screen television is mounted on the wall, and a small kitchen area with bar stools is visible. Natural light enters through a window, enhancing the inviting space.

Guesthouse in Oswego

4.91 out of 5 average rating, 106 reviews

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…

Guest favorite

A spacious living room features a large sectional sofa and two blue upholstered chairs, arranged around a black coffee table on a light area rug. A flat-screen TV is mounted on the wall, flanked by shelves with decorative items. Natural light enters through large windows with sheer curtains.

Home in Oswego

4.89 out of 5 average rating, 132 reviews

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.

Top guest favorite

A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.

Guest suite in Oswego

4.96 out of 5 average rating, 67 reviews

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!

Top guest favorite

The exterior of the Coach House features white siding and a covered entry, framed by greenery. Two doors are visible, leading into the house, while a decorative wall piece is positioned above the entrance. A pathway lined with plants guides the way to the front steps.

Guesthouse in Batavia

4.92 out of 5 average rating, 303 reviews

Quaint Batavia Coach House

The Coach House is located behind our house. It is a private and separate little house. It is located close to the river path and lots of restaurants. The upstairs is one big room that has 1 queen and 2 twin beds. The upstairs also has a full bath. The TV in main living area on first floor is not hooked up to cable, but you can log into all of your apps and have access to news via YouTube TV, Netflix, Prime etc.

Guest favorite

A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.

Guest suite in Naperville

4.95 out of 5 average rating, 456 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oswego vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Oswego

Superhost

A well-lit indoor pool area features a rectangular swimming pool with steps on one end. Brightly colored walls complement sleek lounge chairs and vibrant red chairs. A drinking fountain is located nearby, while ceiling lights emit a tranquil, soft glow throughout the space.

Hotel room in Naperville

4.8 out of 5 average rating, 41 reviews

Modern Naperville Room | Pool. Free Breakfast

Superhost

Private room in Warrenville

4.92 out of 5 average rating, 130 reviews

A Touch of Country in the Burbs #2

Superhost

A well-appointed bedroom features a spacious bed adorned with a striped blanket and decorative pillows. Two lamps are placed on matching nightstands beside the bed. Natural light filters through a large window with light curtains, offering a view of the surrounding landscape.

Private room in Naperville

5 out of 5 average rating, 77 reviews

Private room in a nice home w/pond view

Superhost

Private room in Aurora

5 out of 5 average rating, 38 reviews

Spacious home in beautiful quiet neighborhood

Superhost

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Private room in Geneva

4.99 out of 5 average rating, 674 reviews

Room within a Cozy Cottage

Superhost

A serene sleeping area features a spacious bed with striped bedding and accent pillows. A wooden dresser and a desk with a chair are positioned nearby, while soft lighting from a lamp enhances the tranquil environment. Light green walls contribute to a calming atmosphere.

Private room in Aurora

4.77 out of 5 average rating, 13 reviews

Cozy Room in Lower level

Superhost

A spacious basement room features a full-sized bed covered with a yellow blanket. A comfortable armchair is positioned beside a decorative shelf. A wall-mounted television and a white media console add modern convenience. Bright lighting is provided by floor and table lamps.

Private room in North Aurora

5 out of 5 average rating, 13 reviews

The Underground Vault

Superhost

A cozy bedroom is depicted with a spacious bed covered in a floral bedspread. Two bedside lamps are situated on either side, providing a soft glow. A small nightstand with intricate details is located beside the bed, complementing the overall decor.

Private room in Oswego

4.9 out of 5 average rating, 250 reviews

Friendly, Clean and Quiet, Room A Queen bed

Show all

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.
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 air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Oswego?
Oswego has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.

Vacation rentals in Oswego

Top-rated vacation rentals in Oswego

Vacation rentals for every style

Popular amenities for Oswego vacation rentals

Other great vacation rentals in Oswego

Quick stats about vacation rentals in Oswego

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore