House holiday rentals in Naperville

4.89 out of 5 average rating, 217 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!

ValueLocationLayout

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.

4.86 out of 5 average rating, 180 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!

FamilyValueAmenities

4.87 out of 5 average rating, 155 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!

ValueLocationOutdoor spaces

4.99 out of 5 average rating, 151 reviews

A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.

Home in Lombard

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

FamilyValueParks

4.96 out of 5 average rating, 188 reviews

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

LocationValueBathroom

4.99 out of 5 average rating, 203 reviews

A dining area offers a large table surrounded by six grey upholstered chairs. A contemporary chandelier illuminates the space, complemented by a decorative wall clock. Large windows provide natural light, framed by sheer white curtains, enhancing the room's openness.

Home in Winfield

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.

ValueFamilyLong stay

4.89 out of 5 average rating, 248 reviews

A cozy living room features a leather sofa with decorative pillows, accompanied by two woven chairs. A coffee table sits on a patterned rug, while a potted plant and framed artwork add visual interest. Natural light enters through large windows, creating a bright atmosphere.

Home in Plainfield

Modern Peaceful Home | Firepit | Steps to Downtown

Enjoy a stylish experience STEPS AWAY from downtown Plainfield restaurants and shops

ValueLocationNearby

Popular amenities for Naperville house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 24 reviews

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

Munster hide away

FamilyLocationNearby

4.86 out of 5 average rating, 29 reviews

Home in Bridgeport

PRIME 2BD Designer Retreat & Pool |Parking| Patio

LocationFamilyGetting around

4.92 out of 5 average rating, 39 reviews

Home in Munster

King Queen Bunk Bed Cozy Munster MiniGolfHouse

FamilyLocationGetting around

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 Glendale Heights

Pardizes Suites

FamilyLocationAccuracy

4.88 out of 5 average rating, 83 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 Chicago Loop

Spacious 2BR in The Loop Downtown Resort Amenities

LocationValueAir conditioning

Weekly house rentals

4.99 out of 5 average rating, 142 reviews

Home in Geneva

Center St. Retreat

LocationValueIndoor spaces

4.92 out of 5 average rating, 128 reviews

Home in Carol Stream

Lake Home Retreat-HotTub• FirePit• Kayak• Fishing!

FamilyValuePets

4.9 out of 5 average rating, 194 reviews

Home in Aurora

Large Luxury Home: King Beds, Theater & BBQ

LocationFamilyComfort

5.0 out of 5 average rating, 9 reviews

Spacious 4BR Tudor with Patio near Downtown

LocationFamilyBackyard

4.85 out of 5 average rating, 26 reviews

True: *NEW* Spacious 5BR-2BT! Fully Fenced Yard!

LocationValueAccuracy

5.0 out of 5 average rating, 24 reviews

Home in Bolingbrook

A Spacious, Well Stocked, Family-Friendly Retreat

FamilyLocationNearby

4.91 out of 5 average rating, 44 reviews

A modern kitchen showcases stainless steel appliances, including a refrigerator and range. Wood cabinetry offers ample storage, complemented by elegant tile backsplash. Natural light enters through a window, illuminating the wood-look flooring and creating a warm atmosphere for meal preparation.

Home in Warrenville

“The Relaxing Oasis Near Expressway”

LocationFamilyAmenities

4.92 out of 5 average rating, 79 reviews

A comfortable living area features a light gray sofa positioned next to a white entertainment unit. A flat-screen TV is mounted on the wall, and a large area rug with intricate patterns covers the hardwood floor. Natural light from the windows brightens the space.

Home in Lisle

Cute & Cozy Lisle, IL House Near the Best Areas

LocationValueCheckout

Private house rentals

4.96 out of 5 average rating, 72 reviews

Home in Plainfield

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

FamilyLocationQuiet

4.84 out of 5 average rating, 90 reviews

A cozy bedroom features a spacious bed dressed in floral bedding, complemented by pastel pillows. Two nightstands frame the bed, and a light-colored rug covers the floor, adding warmth to the neutral walls. Soft lighting is provided by recessed ceiling fixtures, enhancing the serene ambiance.

Home in Woodridge

Private Apartment • Ground Floor • Free Parking

FamilyValueQuiet

4.98 out of 5 average rating, 58 reviews

A spacious living area features modern furniture, including a plush blue sofa and two accent chairs. Unique pendant lights provide ambient illumination, while an open kitchen with a sleek design offers an inviting atmosphere. Large windows allow natural light to fill the space.

Home in St. Charles

Luxury Meets Cozy

FamilyValueView

4.82 out of 5 average rating, 68 reviews

Naperville Gem

LocationFamilyAccuracy

4.86 out of 5 average rating, 35 reviews

Home in Downers Grove

Springside Retreat: Charming Chicago Suburb

ValueLocationSleep quality