Pet-friendly holiday rentals in Elgin

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. ♡

PetsWalkabilityNearby

4.91 out of 5 average rating, 313 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 St. 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*

PetsOutdoor spacesFamily

4.85 out of 5 average rating, 187 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!

PetsWalkabilityParks

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 spacesWalkabilityFamily

4.94 out of 5 average rating, 136 reviews

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.

Flat in St. Charles

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

PetsWalkabilitySleep quality

Guest suite in St. Charles

4.84 out of 5 average rating, 190 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. 😊🪻🏡

PetsOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 157 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.

WalkabilityOutdoor spacesWifi

4.96 out of 5 average rating, 182 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!

PetsWalkabilityCheck-in

4.97 out of 5 average rating, 109 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!

WalkabilityOutdoor spacesCheckout

4.95 out of 5 average rating, 179 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.

Outdoor spacesWalkabilityCheckout

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, 395 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.

Outdoor spacesWalkabilityParking

4.97 out of 5 average rating, 117 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.

Guest house in Elgin

Carriage House

This unique place has a style all its own. Completely renovated 1900 Carriage house . Originally a saloon and dance hall . Totally fenced and great play area for children and pets. The Little Blue House is on same property . It sleeps four and is also available for rent . I do not take guest without a five stay history.

WalkabilityPetsCheckout

Popular amenities for Elgin pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

Outdoor spacesPetsCheckout

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.

4.94 out of 5 average rating, 108 reviews

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

PetsOutdoor spacesFamily

4.89 out of 5 average rating, 223 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 spacesPetsCheck-in

4.96 out of 5 average rating, 246 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

WalkabilityOutdoor spacesHiking

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

WalkabilityAccuracyKitchen

4.97 out of 5 average rating, 104 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"!

Outdoor spacesWalkabilityTV

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!

Outdoor spacesWalkabilityDecor

5.0 out of 5 average rating, 22 reviews

Home in Elgin

Quiet 3BR Home Next to Hospital w Fast WiFi

Outdoor spacesWalkabilityValue

Pet-friendly home rentals with a pool

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 spacesWalkabilityAmenities

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

PetsOutdoor spacesCheckout

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.

Flat in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

PetsWalkabilityBathroom

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.

Flat in The Loop

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

Outdoor spacesWalkabilityTV

4.98 out of 5 average rating, 46 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

Hot tub. Heated Pool. In town location.

Outdoor spacesPetsAccuracy

4.96 out of 5 average rating, 52 reviews

Home in St. Charles

The Fox River Farmhouse-walk to downtown and pool

WalkabilityOutdoor spacesHospitality

4.78 out of 5 average rating, 9 reviews

Home in Crystal Lake

Crystal Lake 4BR | Insurance & Repair Stays

Outdoor spacesAccuracyBack garden

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 spacesCondition

Private, pet-friendly home rentals

4.97 out of 5 average rating, 36 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 spacesParks

4.8 out of 5 average rating, 81 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

PetsOutdoor spacesView

5.0 out of 5 average rating, 99 reviews

Flat in West Dundee

Kildahl House - Boutique Farmhouse Suite #1

Outdoor spacesWalkabilityDecor

4.93 out of 5 average rating, 30 reviews

Home in St. Charles

Charming Fox Valley getaway

WalkabilityOutdoor spacesGrill

5.0 out of 5 average rating, 25 reviews

Home in Geneva

Hamilton Hideaway

PetsWalkabilityQuiet

4.87 out of 5 average rating, 61 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

PetsWalkabilityLaundry

5.0 out of 5 average rating, 61 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

PetsOutdoor spacesDecor