Pet-friendly holiday rentals in Hoffman Estates

4.92 out of 5 average rating, 128 reviews

An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.

Home in Carol Stream

Lake House Escape •Hot Tub, Bar, Fishing, Firepit

Visiting Chicago this holiday season? Stay somewhere that truly feels like home. We’re opening our personal lake home to guests & would love to welcome u! Tucked awayi n a peaceful neighborhood- the perfect place to gather w/ family, relax & enjoy beautiful lake views. Spend mornings w/ coffee on the deck, afternoons fishing, grilling & evenings soaking in the hot tub or sitting by the firepit. 1-acre fenced yard to enjoy-pets welcome Come settle in, make memories & enjoy our home as your own. ♡

WalkabilityOutdoor spacesLocation

4.97 out of 5 average rating, 105 reviews

The backyard features a well-maintained lawn surrounded by gray gravel. A patio area includes a dining table and umbrella. The house is painted in a soft blue, while a grill is positioned near the side of the house. A condo building is visible in the background.

Home in Wauconda

The Adorable "Blue Breeze"!

Enjoy time at our centrally-located, family-friendly home. Close by, you'll find a public fishing dock and the popular Phil's Beach. A peaceful space with an outside patio and grill, perfect for relaxing at end of day. We also have a large driveway that can accommodate your boat making it easy to enjoy a day on Bangs Lake or a short 15 min trip to Fox Lake. Nearby attractions include the Volo Museum, Jurassic Gardens, and Lake County Discovery Museum. Please note the backyard is not fenced in.

Outdoor spacesPetsHeating

4.85 out of 5 average rating, 188 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!

PetsOutdoor spacesSleep quality

4.97 out of 5 average rating, 109 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

Beautifully renovated house with and open floor plan, gourmet fully stocked kitchen, 4 bedrooms, 2.5 bathrooms and smart tv's in all the bedrooms and quick reliable wifi for all to enjoy. Home has large lot with amazing deck and 4 season room that also doubles as a separate work space as well as a smaller second workspace as . House also has a fully finished basement with 2 of the bedrooms, a full bathroom and a large theater room with a sectional sleeper sofa if more space is needed.

Outdoor spacesWalkabilityParks

4.96 out of 5 average rating, 183 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 spacesWalkabilityFamily

4.97 out of 5 average rating, 110 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!

Spacious 4BR/3BA modern home (2,082 sq ft) in Geneva—ideal for families, groups, and pets! Main-floor king suite perfect for mobility needs. Enjoy smart TVs in every bedroom, NEW dual zone HVAC Aug 2025, fast Wi-Fi, dedicated workspace, full kitchen with granite counters, washer/dryer, kid gear, and game options. Relax in the fenced backyard with fire pit and ample seating. Free driveway & street parking. Walk to downtown shops, Fox River Trail, wine bars, and more!

Outdoor spacesWalkabilityIndoor spaces

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.

4.89 out of 5 average rating, 157 reviews

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 spacesPetsKitchen

4.95 out of 5 average rating, 180 reviews

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

PetsWalkabilityCheck-in

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.

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.

PetsWalkabilityHeating

4.9 out of 5 average rating, 396 reviews

5.0 out of 5 average rating, 100 reviews

Apartment in West Dundee

Kildahl House - Boutique Farmhouse Suite #1

Kildahl House is a thoughtfully restored historic farmhouse set on a hill overlooking downtown West Dundee, offering a light-filled, comfortable retreat just steps from restaurants, shops, and the Fox River. Each reservation is for one private one-bedroom apartment suite within the home, not the entire house. Every apartment suite features a king bed, full kitchen, and a spacious bathroom, with soft, layered interiors designed for comfort and ease.

WalkabilityOutdoor spacesAccuracy

4.88 out of 5 average rating, 140 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

PetsOutdoor spacesQuiet

Home in Elk Grove Village

A bright living area is presented with a light-colored sofa and a welcoming cushion. Colorful floral artwork decorates the wall above. A round, dark wood coffee table is centered, complemented by a small planter with decorative flowers and a potted plant in the corner.

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

WalkabilityPetsCheck-in

4.94 out of 5 average rating, 108 reviews

Popular amenities for Hoffman Estates pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.78 out of 5 average rating, 160 reviews

A spacious living area features an array of seating options, including a light gray sofa and colorful accent chairs. Natural light floods in through multiple windows, highlighting the wood flooring and inviting decor. A dining table is situated nearby, along with a small coffee station.

Home in Elmhurst

Cozy Ranch w/ King Bed & 3 Baths – Great Location!

WalkabilityPetsNearby

4.89 out of 5 average rating, 224 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

Outdoor spacesWalkabilityGetting around

4.97 out of 5 average rating, 134 reviews

The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.

Home in Des Plains

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

Outdoor spacesWalkabilityGetting around

4.84 out of 5 average rating, 115 reviews

Home in Des Plains

Cozy Home near O'Hare & fun Hubs

Outdoor spacesPetsSleep quality

4.92 out of 5 average rating, 101 reviews

A warm living area is surrounded by natural light from a window adorned with floral curtains. Two spacious sofas are placed opposite each other, with decorative pillows adding color. A dining space is visible through an archway, featuring a wooden table and chairs, creating an inviting gathering space.

Home in Wheaton

Little House on the Prairiepath by Wheaton College

Outdoor spacesPetsCheckout

4.96 out of 5 average rating, 141 reviews

A comfortable living area is highlighted by a leather couch adorned with a yellow cushion. A wooden coffee table sits at the center, topped with a vase of bright flowers. A large television is mounted on the wall, while a desk and chair are positioned near the window.

Home in Wheaton

Beautiful Redone Townhome Next to Wheaton College

WalkabilityAccuracyGetting around

A circular fire pit area features six Adirondack chairs arranged around it on a grassy lawn. Lush trees provide shade in the background, while a covered porch of the Carriage House is visible in the distance.

4.96 out of 5 average rating, 71 reviews

Family/Pet Friendly Farm House w Firepit Sleeps 10

WalkabilityPetsValue

5.0 out of 5 average rating, 23 reviews

Quiet 3BR Home Next to Hospital w Fast WiFi

Outdoor spacesWalkabilityAir conditioning

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 410 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

Outdoor spacesWalkabilitySkiing

4.9 out of 5 average rating, 101 reviews

The charming Victorian home features a welcoming front porch adorned with hanging flower baskets and a large American flag. A brick pathway leads through manicured hedges and colorful flower beds, enhancing the inviting outdoor space surrounded by mature trees.

Home in Woodstock

Grand 1800s Victorian Gem: Updated/by Downtown

Outdoor spacesWalkabilityCleanliness

4.93 out of 5 average rating, 131 reviews

The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.

Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

WalkabilityPetsBathroom

4.76 out of 5 average rating, 233 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.

Apartment in The Loop

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

WalkabilityOutdoor spacesComfort

4.98 out of 5 average rating, 47 reviews

A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.

Home in Crystal Lake

Private, Pet Friendly. Hot Tub! Fireplace. In Town

Outdoor spacesPetsBathroom

4.9 out of 5 average rating, 29 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

PetsOutdoor spacesGetting around

4.78 out of 5 average rating, 9 reviews

Home in Crystal Lake

Crystal Lake 4BR | Insurance & Repair Stays

Outdoor spacesSleep qualityLocation

4.96 out of 5 average rating, 52 reviews

Home in St. Charles

The Fox River Farmhouse-walk to downtown and pool

WalkabilityOutdoor spacesSleep quality

Private, pet-friendly home rentals

4.97 out of 5 average rating, 118 reviews

A charming blue house is situated in a spacious yard, surrounded by green grass and blooming white flowers. A stone pathway leads to a seating area with two chairs and a small table, framed by lush greenery and a wooden fence in the background.

Guesthouse in Elgin

Carriage House

WalkabilityOutdoor spacesCleanliness

5.0 out of 5 average rating, 103 reviews

Apartment in Oak Park

Oak Park Space+Style Duplex Parking+Walk to Train

WalkabilityParkingParks

4.99 out of 5 average rating, 92 reviews

A spacious ranch house is depicted, surrounded by matured trees and a well-maintained lawn. The facade features a combination of brick and siding, with a large garage and a welcoming front porch. Sunlight filters through the leaves, creating a serene atmosphere.

Home in Itasca

RANCH, House-tel: updated full kitchen, comfy beds

Outdoor spacesPetsView

4.88 out of 5 average rating, 77 reviews

Game House Arcade Pool Ping Pong 3 Beds 2 Bath

PetsOutdoor spacesKitchen

4.79 out of 5 average rating, 80 reviews

A bright and inviting living room features a circular red sectional sofa with various cushions. Large windows allow natural light to fill the space, with views of the outdoor area. A low wooden coffee table rests in the center, complemented by a neutral area rug.

Home in Lake Zurich

5BR with Sauna, Game Lounge, Poker Room, Darts etc

PetsOutdoor spacesParking

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.

Stylish Escape/Game Room/4 Brs

Outdoor spacesWalkabilityBathroom

4.95 out of 5 average rating, 82 reviews

5.0 out of 5 average rating, 16 reviews

Luxury 4 Bedroom Home Elgin

WalkabilityHeatingFamily