Pet-friendly holiday rentals in St. Charles

4.92 out of 5 average rating, 126 reviews

Home in Carol Stream

Lake Home Retreat! HotTub• FirePit• Kayak• 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

Outdoor spacesWalkabilityHospitality

Apartment in Saint Charles

An inviting coral front door featuring a bicycle-themed welcome sign. Two bright red mailboxes are mounted beside the door, complementing the cheerful color scheme. Light filters through a sheer curtain in the window above the door, enhancing the welcoming entryway.

4.92 out of 5 average rating, 308 reviews

Vintage Charm

Welcome to The Vintage Charm! This downstairs apartment is 2 beds & 1 bath of Vintage Charm & Cozy Warmth. The walls are plaster, the ceilings are high, the floors are mostly original oak! Please note that new window AC units are in place for cooling & there is a furnace for heat. Entry is via an enclosed front porch. *Cat/Dogs on property, not in Guest Space* *Please submit pictures of any isssues* *Orkin for Pest Control, please contact host with any pest issues to arrange extra service*

WalkabilityOutdoor spacesNearby

4.86 out of 5 average rating, 174 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!

PetsWalkabilityBackyard

4.88 out of 5 average rating, 170 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.

Outdoor spacesWalkabilityParks

Apartment in Saint Charles

The exterior of a Tudor-style home is displayed, featuring a combination of white stucco and dark wood accents. The building is complemented by a brick base, with steps leading to the front door. Lush greenery surrounds the structure, enhancing its charming appeal.

4.94 out of 5 average rating, 131 reviews

Tudor by the Fox- downtown St. Charles

This amazing, 1st floor unit in a 1930 Tudor home was just updated with modern amenities while keeping the old charm like stained glass windows. This comfortable, 2 bed 1 bath unit is within walking distance to all that St. Charles has to offer. .4mi to the Arcada and walking distance to Everything downtown from Restaurants and breweries to shopping. Located just 2 blocks from the river and Mount St. Mary Park and the Fox River Bike path Trail. Strict Covid cleaning requirements

WalkabilityPetsComfort

Guest suite in Saint Charles

4.85 out of 5 average rating, 186 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

WalkabilityPetsRiver

4.95 out of 5 average rating, 150 reviews

A modern kitchen features an island with seating for two and stainless steel appliances. White cabinetry contrasts with a dark backsplash, while large windows allow natural light to illuminate the workspace. The clean design promotes a functional and inviting cooking area.

Home in Elmhurst

Elmhurst NEW - Super Clean Modern Farmhouse!

Not your average Air BNB!!! 🏡 Newly renovated - CLEAN modern farmhouse in a great location! ✨ ✅Pet Friendly! 🐕 ✅15 min from O'hare. ✈ ✅25 min to Downtown Chicago 🏦 ✅Close to Grocery, restaurants, coffee, shopping, golf, expressways, down town Elmhurst ,Train and Oakbrook and Fashion Outlet Mall. ✅3 great sized bedrooms, 2 living area sofas converts into sleepers ✅Smart TV in family room and Master. ✅ Back patio with dining and seating ✅Large fenced in yard.

WalkabilityPetsCleanliness

4.89 out of 5 average rating, 152 reviews

The exterior of a charming historic home features dark blue siding and a welcoming front porch with three steps leading up to the entrance. Large windows on either side of the door allow for natural light, while lush greenery surrounds the property, enhancing its curb appeal.

Home in Elgin

Charming Elgin Home with a Great Location

Come enjoy this beautifully restored and charming historic home from the early 1920s. Our place is good for couples, families or for a getaway with friends. Outdoor space with fully fenced backyard. This 2 bed 1 bath has been fully restored and is absolutely adorable! Walking distance to downtown Elgin (less than one mile) and Metra station (only one hour train ride into the city!), and less than 5 minute drive to I-90. Relax and get cozy in this adorable space.

Outdoor spacesPetsSolo travel

4.95 out of 5 average rating, 171 reviews

Home in Huntley

The Main Event Game House on the Huntley Square!

Step into the Main (Street) Event at The Huntley Square and experience a perfect fusion of historic charm and contemporary luxury. Our meticulously renovated 1920s gem, updated in 2023, promises an unforgettable getaway. Whether it's a special occasion or a gathering with loved ones, our Airbnb, located just one block from the delightful historic Huntley Square, offers endless activities. Explore the town or enjoy our expansive Main Event Game Enclave right at home!

Outdoor spacesPetsCheckout

4.89 out of 5 average rating, 134 reviews

A stylish living room features a comfortable gray sofa adorned with colorful cushions. A round coffee table sits in front, complemented by a unique wooden chair and playful orange poufs. Large windows allow natural light, while a decorative mural of angel wings graces the dark feature wall.

Home in Schaumburg

InstaWorthy! Modern Gem, Perfect Family Getaway-Pe

Have fun with the whole family at this stylish place! - Minutes away from Woodfield Mall, Legoland Waterworks Indoor Water Park, Golf, Outdoors, and more! - Private Driveway - Blazing Fast 1GB internet speed - 60 4K Smart TV w/ Roku Live TV - Pack n Play, High Chair, Stroller - Stocked Kitchen with Coffee and Waffle Bar! - Outdoor Patio Area w/ games - Working Desk Area. - Firepit, Corn Hole, Pool Table - King Size Bed in Main

WalkabilityPetsTV

Guest suite in Naperville

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.

4.96 out of 5 average rating, 540 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.

PetsWalkabilityGetting around

4.97 out of 5 average rating, 118 reviews

An outdoor patio area features a spacious dining table surrounded by multiple chairs, with a grill positioned nearby. A large umbrella provides shade, while string lights add ambiance. A hammock is visible in the background, and a well-maintained lawn completes the inviting setting.

Home in Streamwood

Suburban Serenity~Grill, Fire pit, Big yard~

This is your home away from home! Enjoy the beautiful outdoor space which includes a dining area, grill, and fire pit. Relax on the patio or cozy up on the hammock with your favorite book. Too cold for outdoors? Make some tea or hot cocoa and enjoy a movie in front of the fireplace.

PetsWalkabilityTV

Popular amenities for St. Charles pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.84 out of 5 average rating, 179 reviews

A single-story house features a welcoming entrance with a front step and decorative wreath. Inside, cozy sleeping areas include both a queen bed and twin bunk beds. A smart TV displays a cityscape, while a dining table with six chairs is ready for meals.

Home in Lombard

Comfy Home w Access to Major Roads/Hwys, Huge Yard

WalkabilityPetsKitchen

4.9 out of 5 average rating, 212 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

Outdoor spacesWalkabilityNearby

5 out of 5 average rating, 61 reviews

A modern living space features a sectional sofa adorned with a throw blanket, complemented by an accent pouf. A central area rug adds warmth to the room, which is well-lit by pendant lighting and natural light from the windows. The kitchen is visible in the background.

Home in Geneva

Perfect little paradise

Outdoor spacesPetsBackyard

4.98 out of 5 average rating, 218 reviews

A fenced backyard features a circular arrangement of wooden lounge chairs centered around a propane fire pit, creating a cozy gathering space. Twinkling string lights hang above, illuminating a bistro table with two blue chairs. Lush green grass surrounds the stone patio area.

Home in Berwyn

RetroModern Bungalow | pet friendly | free parking

Outdoor spacesPetsParking

4.92 out of 5 average rating, 155 reviews

A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

Spacious Bolingbrook Retreat w/ Garage & Yard

Outdoor spacesPetsBathroom

5 out of 5 average rating, 10 reviews

Home in Elgin

Luxury 4 Bedroom Home Elgin

WalkabilityConditionAccuracy

4.9 out of 5 average rating, 189 reviews

Home in Aurora

Large Luxury Home: King Beds, Theater & BBQ

PetsWalkabilityParking

4.97 out of 5 average rating, 95 reviews

A spacious living area features a large sectional sofa adorned with throw pillows and a soft blanket. A flat-screen TV is mounted on the wall opposite, and natural light streams in through multiple windows, creating a bright, comfortable space.

Home in Geneva

Spacious 4BR Modern Home—Walk to Downtown Geneva!

WalkabilityPetsParking

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 24 reviews

Home in Montgomery

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

PetsOutdoor spacesCheck-in

Home in Algonquin

It's 5'oclock somewhere

FamilyPoolBackyard

The living area features two gray sofas arranged around a glass coffee table on a patterned rug. A flat-screen TV is placed on a stand, and a well-equipped kitchenette is visible in the background. Soft lighting is provided by floor lamps and overhead fixtures.

Apartment in Logan Square

4.64 out of 5 average rating, 132 reviews

Play in the Windy City and Rest by ‘The 606’

WalkabilityOutdoor spacesKitchen

4.78 out of 5 average rating, 54 reviews

A sparkling pool is framed by a spacious patio, featuring lounge chairs and tables for relaxation. Nearby, a playground is visible, along with a covered seating area and a Blackstone grill, all surrounded by greenery and a serene setting.

Home in Plainfield

Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ

Outdoor spacesTVCondition

Place to stay in River Forest

A clear swimming pool is surrounded by a stone patio and features a tranquil blue hue. Sun loungers are positioned nearby, adding to the outdoor space's inviting atmosphere. The area is well-lit by sunlight, showcasing the pool's clean appearance.

5 out of 5 average rating, 16 reviews

Long term rental-1 b pool house-no pool parties!

BathroomLocationFamily

4.96 out of 5 average rating, 26 reviews

A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.

Townhouse in Forest Park

Forest Park Oasis - Dog Friendly - Parks - the "L"

WalkabilityOutdoor spacesIndoor spaces

4.96 out of 5 average rating, 47 reviews

Home in Saint Charles

The Fox River Farmhouse-walk to downtown and pool

Outdoor spacesWalkabilityGetting around

4.75 out of 5 average rating, 4 reviews

Home in Crystal Lake

Crystal Lake 4BR | Insurance & Repair Stays

Outdoor spacesAccuracyComfort

Private, pet-friendly home rentals

4.79 out of 5 average rating, 170 reviews

A light-filled living area is presented with a soft blue couch and a glass coffee table atop a textured rug. A comfortable armchair complements the seating arrangement. French doors lead to an outdoor deck, enhancing the connection with nature.

Townhouse in Yorkville

Riverfront Townhome in Downtown Yorkville

WalkabilityPetsBackyard

4.78 out of 5 average rating, 23 reviews

Home in Elgin

The Pea Pod

PetsWalkabilityCleanliness

5 out of 5 average rating, 90 reviews

Apartment in West Dundee

Kildahl House - Boutique Farmhouse Suite #1

PetsOutdoor spacesCleanliness

4.87 out of 5 average rating, 170 reviews

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

1920s fully updated unique open artist loft space

WalkabilityOutdoor spacesDecor

4.92 out of 5 average rating, 554 reviews

A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.

Guest suite in Wood Dale

The Deer Suite

Outdoor spacesWalkabilityAir conditioning

4.83 out of 5 average rating, 71 reviews

A spacious living area features a comfortable brown sofa and a stylish coffee table with decorative items. Soft lighting from a floor lamp and a ceiling fan enhance the relaxed ambiance. The open layout connects to a kitchen area, visible in the background.

Cottage in South Elgin

Relaxing home on the Fox river

Outdoor spacesPetsSleep quality

4.97 out of 5 average rating, 31 reviews

A two-story barn-style structure is surrounded by lush green trees and manicured grass. The exterior features a combination of white siding and dark accents. A wooden deck and exterior stairs lead to the second floor, providing a welcoming entryway.

Barn in Elgin

Tranquility barn close to town

PetsOutdoor spacesNearby