Pet-friendly holiday rentals in Hoffman Estates

4.92 out of 5 average rating, 530 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

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

4.92 out of 5 average rating, 116 reviews

An upgraded patio features a hot tub illuminated in blue, with a scenic view of the lake and a vibrant sunset reflecting on the water. The outdoor dining area is nestled under string lights, adding a cozy touch to the serene atmosphere.

Home in Carol Stream

LakeHome Holiday Retreat-Hot Tub • FirePit • Bars

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

4.91 out of 5 average rating, 283 reviews

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.

Flat in Saint Charles

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*

4.91 out of 5 average rating, 134 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

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Place to stay in Crystal Lake

5 out of 5 average rating, 124 reviews

Couples Getaway! Hot Tub, Lake, Fire Pit, Trails

Private entrance to a stunning master suite.A VERY unique property.Sliding suite door opens to screened in pool room. Hot tub all year overlooking my private lake. Pool closed Oct. 1st. Seating area & TV to watch while lounging & swimming. (2) Kayaks 4 you. Walking & bike trails. I am minutes from everything U want. Grill, have a fire in the fireplace&fire pit.Bring your fishing poles! Time 2 RELAX in privacy. When not traveling, I live in main part of home. You won’t see me. No extra guests.

4.98 out of 5 average rating, 171 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

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at our 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.

4.87 out of 5 average rating, 155 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.

4.95 out of 5 average rating, 206 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Guest suite in Saint Charles

A spacious sleeping area features a queen-sized bed adorned with a light-colored quilt and two decorative pillows. Natural light enters through window treatments, brightening the room. Neutral walls and hardwood flooring provide a calming backdrop, with decorative art adding subtle touches of character.

4.87 out of 5 average rating, 166 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. 😊🪻🏡

4.88 out of 5 average rating, 128 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.

Townhouse in Hoffman Estates

A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.

4.9 out of 5 average rating, 353 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

4.88 out of 5 average rating, 127 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

Popular amenities for Hoffman Estates pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 26 reviews

An open living area is presented, featuring a mix of comfortable seating options in neutral tones. A wooden coffee table sits in the center, while large windows allow natural light to brighten the space. The adjoining room reveals a modern kitchen and access to the backyard.

Home in Schaumburg

Charming 3bed/2 Bath Schaumburg

4.9 out of 5 average rating, 104 reviews

A bright and inviting living area is presented with a comfortable sectional sofa and an ottoman. Natural light enters through large windows, highlighting a neutral color palette and textured area rug. A staircase leads to the upper level, while a sliding door opens to the outdoor space.

Home in Saint Charles

Comfortable & Cozy Downtown St. Charles Home

4.98 out of 5 average rating, 103 reviews

A spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.

Home in Des Plaines

Newly remodeled O’hare oasis

4.86 out of 5 average rating, 119 reviews

A spacious living area is featured, showcasing a light-colored coffee table and modern seating arrangements. A dining table with muted chairs is visible in the background, surrounded by large windows dressed in light curtains. Artwork adorns the walls, adding a subtle touch.

Home in Des Plaines

Luxury 4 Bed 2.5 Bath near Chicago O'Hare Airport

4.92 out of 5 average rating, 200 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

4.92 out of 5 average rating, 144 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

The Sunshine Spot

4.89 out of 5 average rating, 102 reviews

A cozy living room features a spacious sofa and a round coffee table on a patterned area rug. A barn door partially closes off the room, while natural light streams in through two windows adorned with light curtains.

Home in Westmont

“Aunt Betty’s Cottage” whimsical enclosed yard

4.98 out of 5 average rating, 87 reviews

An outdoor patio area features a large dining table surrounded by several chairs, shaded by an umbrella. A charcoal grill is positioned near the seating arrangement. String lights overhead provide soft illumination among the greenery of the spacious backyard.

Home in Streamwood

Suburban Serenity~Grill, Fire pit, Big yard~

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 148 reviews

Home in Highland Park

2-Acre Highland Park Retreat with Heated Pool ~ 5*

4.84 out of 5 average rating, 104 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Flat in West Loop

Top Floor Views + Central Comfort

5 out of 5 average rating, 9 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, 19 reviews

Home in Crystal Lake

In Ground Pool, Full Ranch Home

4.91 out of 5 average rating, 187 reviews

A spacious living area features a green sectional sofa with decorative cushions, complemented by a wooden coffee table on a circular-patterned rug. The well-lit space includes a dining area with white chairs and a kitchen visible in the background, enhancing a comfortable setting for gatherings.

Villa in Ringwood

Living the High Life Pool House

5 out of 5 average rating, 4 reviews

Home in Elmhurst

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

4.76 out of 5 average rating, 207 reviews

A modern living area features a dark gray sofa, complemented by decorative pillows and a coffee table. Large windows provide ample natural light and city views, while plants add a touch of greenery. The space is designed with clean lines and a neutral palette.

Flat in Chicago Loop

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

4.84 out of 5 average rating, 397 reviews

A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.

Chalet in Ingleside

"A" Frame Brandenburg Lake

Private, pet-friendly home rentals

4.88 out of 5 average rating, 40 reviews

A stylish studio features a spacious bed adorned with colorful pillows. A cozy seating area with a dark sofa is positioned near large windows that allow natural light to fill the room. A small dining table with chairs sits beside the sofa, enhancing the open layout.

Flat in Galewood

Modern NEW Deluxe Studio in Oak Park

5 out of 5 average rating, 63 reviews

A cozy living area is presented with a light-colored sofa adorned with decorative pillows. Two accent chairs in a checkered pattern complement the space, while a wooden coffee table sits at the center. Soft lighting from two bedside lamps enhances the inviting setting, framed by large windows dressed with sheer curtains.

Flat in West Dundee

Charming Downtown Farmhouse Apartment #4

Guest house in Des Plaines

A warm-toned room features wooden wall paneling and large windows adorned with draped curtains. A small round table sits at the center, complemented by a floral arrangement. Natural light enters through the windows, creating a bright ambiance in this cozy space.

4.89 out of 5 average rating, 27 reviews

Where Style and Substance Coexist. New Rehab

4.96 out of 5 average rating, 28 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

4.95 out of 5 average rating, 41 reviews

A modern kitchen and dining area feature sleek cabinetry and stainless steel appliances. A round dining table with dark upholstery seats five, adorned with a center arrangement of white flowers. The living space includes a mounted television above a fireplace, enhancing the inviting ambiance.

Townhouse in Elgin

Fully Renovated and Updated Home

Home in Arlington Heights

A modern open-concept living space is showcased, featuring a fully equipped kitchen with an island and bar stools. The dining area is set with elegant table settings. A cozy seating arrangement includes green accent chairs and a wooden table, illuminated by pendant lights.

4.96 out of 5 average rating, 53 reviews

Stylish Escape/Game Room/4 Brs

4.9 out of 5 average rating, 42 reviews

A basement entertainment area is showcased, featuring a red felt pool table with balls arranged for play. Black bar stools are positioned along one side, and a wall-mounted TV displays a sports game. A refrigerator is visible in the background.

Home in Elgin

Ultimate Game House with Pool, Piano & 4 arcades!