House holiday rentals in Wheaton

4.92 out of 5 average rating, 118 reviews

A warm living room features a brick fireplace as the focal point, framed by two arched windows allowing natural light. Comfortable seating arrangements include a plush sofa and armchairs, complemented by a wooden coffee table. A children's playhouse adds a touch of whimsy to the space.

Home in Carol Stream

LakeHome Cozy Retreat! HotTub •FirePit•Bar•Fishing

Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

4.92 out of 5 average rating, 194 reviews

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

4.97 out of 5 average rating, 196 reviews

A cozy living room features a gray sofa with decorative pillows, a round dining table with chairs, and a stone fireplace. Natural light enters through windows adorned with decorative molding, while a few bookshelves provide a space for books and decor. A colorful area rug adds warmth to the hardwood floor.

Home in Oak Park

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4

Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

4.87 out of 5 average rating, 157 reviews

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

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!

4.87 out of 5 average rating, 158 reviews

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

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.

4.94 out of 5 average rating, 138 reviews

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

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

4.98 out of 5 average rating, 186 reviews

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

4.89 out of 5 average rating, 157 reviews

A cozy living space features a vibrant red sofa and wooden dining chairs surrounding a circular table. Natural light fills the room through large windows adorned with white curtains, highlighting a woven area rug and potted plants near the window.

Home in West Chicago

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

4.97 out of 5 average rating, 273 reviews

A stylish living space is highlighted by a brown leather sofa and a large area rug, with natural light streaming through the window. The modern kitchen is equipped with sleek black cabinetry and stainless steel appliances. Potted plants add a touch of greenery to the setting.

Home in Wicker Park

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

4.9 out of 5 average rating, 126 reviews

The living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.

Home in Downers Grove

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

4.85 out of 5 average rating, 116 reviews

Home in Aurora

Naperville/Aurora | Fenced Yard!

Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean place in a safe neighborhood on the Naperville/Aurora border. There is plenty of space for 9 people to sleep comfortably (5 beds & a couple comfy couches), as well as 3 smart TVs, a gas grill & large, private, fully-fenced yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & many restaurants, stores, parks, & other places of need!

4.96 out of 5 average rating, 265 reviews

A cozy living area features a modern gray sofa adorned with yellow pillows, situated on a patterned rug. A low wooden media console holds a flat-screen TV, while large windows allow natural light to brighten the space. Colorful artwork is displayed on the walls.

Home in Bridgeport

Peaceful Modern Full House in Trendy Bridgeport

Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Popular amenities for Wheaton house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 19 reviews

A spacious living area is presented with a large, U-shaped sectional sofa and a matching armchair. A coffee table sits in the center, complemented by light hardwood floors and a patterned area rug. Natural light filters through a nearby dining space, featuring a table set for meals.

Home in Montgomery

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

4.85 out of 5 average rating, 27 reviews

A spacious living area is characterized by a plush gray sofa and a round coffee table. Decorative wall elements and a vibrant red holiday tree enhance the modern decor. Soft lighting is provided by a statement chandelier hanging from the ceiling.

Home in Glen Ellyn

Pardizes Suites

5 out of 5 average rating, 5 reviews

Home in Bartlett

Elegant Executive Residence, Hot Tub & Pool

4.77 out of 5 average rating, 52 reviews

Home in Plainfield

30 mins to CHI| 3 Kings| BBQ Grill| TV| Spacious

4.87 out of 5 average rating, 70 reviews

A modern living area is showcased with a blue sofa adorned with decorative cushions, paired with a light armchair. A striped area rug anchors the space, while a glass coffee table sits centrally. The kitchen features contemporary cabinetry and blue barstools along the counter, illuminated by pendant lights.

Home in The Loop

Spacious 2BR in The Loop Downtown Resort Amenities

4.95 out of 5 average rating, 42 reviews

Home in Schaumburg

Friends-Inspired Vintage Vibes House near Chicago

5 out of 5 average rating, 12 reviews

A spacious living area features a light-coloured sofa set positioned around a wooden coffee table, with a television mounted on the wall. A large area rug enhances the space, while plants and natural light provide a fresh atmosphere. Dining space is visible in the background.

Home in Schaumburg

Paradise with Pool & Games

5 out of 5 average rating, 3 reviews

Home in Skokie

Luxury fenced in modern ranch

Weekly house rentals

The cottage exterior features a welcoming porch with seating and decorative elements. A well-maintained pathway leads to the entrance, bordered by lush green grass and shrubbery. A vibrant American flag stands proudly in the front yard, emphasizing a sense of community.

4.97 out of 5 average rating, 29 reviews

The Crumb Cottage

4.86 out of 5 average rating, 65 reviews

A modern dining area features a round wooden table surrounded by four woven chairs. Bright overhead lighting illuminates the space, which connects to a sleek kitchen with stainless steel appliances. Open layout enhances the airy feel, with a cozy seating area visible in the background.

Home in Lisle

Captivating Home near Naperville

4.91 out of 5 average rating, 11 reviews

Home in Villa Park

Two Kings Chicago. Royal comfort in two king beds

4.94 out of 5 average rating, 16 reviews

Home in Glen Ellyn

The Davis House,

A welcoming split-level home features a covered front porch with a flag and well-maintained landscaping. The exterior includes a combination of green siding and brick, complemented by a spacious driveway leading to a two-car garage. Lush trees provide shade and a tranquil setting.

5 out of 5 average rating, 25 reviews

Peaceful Cozy Home w/ Well Equipped Kitchen

5 out of 5 average rating, 16 reviews

Home in Streamwood

Streamwood Comfort House

4.67 out of 5 average rating, 9 reviews

A spacious living room features a light-colored sofa accompanied by a glass coffee table on a patterned rug. Natural light fills the room through large windows, while a dining area with a wooden table is visible in the background. Decorative greenery adds a touch of nature.

Home in Wheaton

Feel good, live good in Wheaton

A spacious living and dining area features a dark leather sofa with decorative pillows, two armchairs, and a patterned area rug. A wooden dining table with chairs occupies one corner. Windows allow natural light, and ceiling fans provide comfort.

5 out of 5 average rating, 89 reviews

Sweet Cottage Retreat Near Downtown Saint Charles

Private house rentals

4.87 out of 5 average rating, 38 reviews

Home in Northlake

Garden Suite 10 Min to O’Hare w/ Yard & Grill

4.98 out of 5 average rating, 87 reviews

The kitchen features modern white cabinetry and stainless steel appliances, complemented by a spacious island with a decorative tray. Natural light floods the area through the nearby window, and a stylish backsplash adds an elegant touch to the space.

Home in Batavia

Bliss in Batavia near the Fox River

The exterior view of Riverhouse Cottage is presented, featuring a charming blue facade and well-maintained landscaping. Lush green grass surrounds the home, and trees provide shade, with a sunset sky creating a serene backdrop.

4.92 out of 5 average rating, 63 reviews

Cozy Riverhouse Cottage - St. Charles

5 out of 5 average rating, 29 reviews

An open living area features a spacious, L-shaped sectional sofa with decorative pillows arranged around a wooden coffee table. A patterned area rug is beneath, and natural light filters in through large windows. A dining area with a table and chairs is visible in the background.

Home in Lombard

The Westmore Retreat

5 out of 5 average rating, 4 reviews

Home in Elgin

Luxury 4 Bedroom Home Elgin

5 out of 5 average rating, 49 reviews

The exterior of a historic home is depicted, featuring a welcoming front porch and vibrant landscaping. A well-manicured lawn surrounds the property, complemented by mature trees. A brick path leads to the entrance, with an American flag displayed prominently.

Home in Geneva

Geneva Island Park Retreat

4.93 out of 5 average rating, 83 reviews

A two-story home is presented with a symmetrical facade, featuring double windows and a central entrance. A garage is visible on the left side, and well-maintained shrubs flank the entrance. The lawn is neatly trimmed, with a clear blue sky overhead.

Home in Carol Stream

Family Haven Retreat, Sleep 16 Plus guests