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Pet-friendly holiday rentals in Homewood

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Homewood

  • Total holiday rentals

    Explore 20 holiday rentals in Homewood

  • Nightly prices starting at

    Homewood holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Homewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Homewood rentals

Top-rated pet-friendly home rentals in Homewood

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Chicago

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

4.9 out of 5 average rating, 268 reviews
Guest favourite
A spacious kitchen features modern cabinetry and stainless steel appliances. An island with bar seating for eight is complemented by sleek blue chairs. Natural light fills the area from large windows, illuminating the open layout that transitions into a cozy dining space.
Home in South Loop

Large Home | Free Parking | Near Downtown

• HUGE Single Family Home | 3 Floors • Parking Garage | 2 Cars! • Chef's Kitchen | Cookware | Utensils • Basement | Two Living Rooms • 4 Bedrooms | 5 Beds | Sleeps 10 • Downtown | McCormick Place: 10min(drive) • Soldier Field | Sox Stadium: 10min(drive) • Chinatown | Pilsen Nightlife: 5min(drive) • Lakefront | Beach | Museums: 10min(drive) • Outdoor Surveillance | Noise Monitoring • Washer | Dryer | Dishwasher in unit (free) • Rideshare(Uber/Lyft) | Bikeshares(Divvy) • Working Class Neighborhood

4.89 out of 5 average rating, 131 reviews
Top guest favourite
Flat in Oak Park

Postcard-Perfect 3BR Duplex FLW Home+Parking+Train

A warm, curated home with two floors of living space. Perfect for families with kids, groups of friends and multi-generational living. The main floor + finished basement total 3 bdrms + 2.5 baths. Primary suite is on the main floor. Two secondary bedrooms are on the lower w/ a full bath. 20 min to downtown Chicago. Walk to dining + train+ FLW Home. Open living/dining/kitchen/sunroom. Remote work space. Coffee bar. Private entry/deck. Driveway parking. Central AC. Upstairs apartment is separate.

5.0 out of 5 average rating, 106 reviews
Top guest favourite
Home in Miller

New sauna, steps from beach and National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

4.96 out of 5 average rating, 109 reviews
Top guest favourite
A natural pathway leads to a charming safari yurt, adorned with greenery and decorative elements. A wooden archway introduces the entrance, while a nearby barrel sauna complements the serene outdoor setting, surrounded by trees and mulch landscaping.
Yurt in Flossmoor

Glamping Yurts, RV RecRoom, Pool&Hotub 16 guest

GLAMPING FUN mid April - Nov Sleeps up to 16 RV w/bathroom - 2 beds 20' Safari Yurt - 5 beds 30' Event yurt - 2 truffle beds Game Room - queen and full bed Gazebo 2 - beds Wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Mini golf; 3-n-1 bball/volley & pickleball court For an additional $225 extra guest not glamping over night is allowed. (Up to 25 guest but only up to 16 glamping overnight) Extra guest must leave by 8:30 p.m. on weekdays 9:30 p.m. on weekends

4.98 out of 5 average rating, 148 reviews
Guest favourite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Flat in Homewood

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

4.9 out of 5 average rating, 128 reviews
Guest favourite
A welcoming living area is highlighted by a navy blue sofa positioned beside a decorative plant. A round coffee table rests atop a patterned area rug featuring shades of blue and yellow. Light-colored walls and large windows enhance the brightness of the space.
Home in Homewood

Charming Homewood Away from Home

Keep it simple at this cozy, charming brick ranch tucked away on a quiet, friendly street. Just minutes from the Metra line for an easy ride into downtown Chicago, and close to all the great local shopping and dining in downtown Homewood. House Guidelines: • No smoking, no parties, no large gatherings • Be mindful of neighbors • Narrow driveway, limit 2 cars • No extra guests without notice • Pets are welcome, but must be added to your reservation • We have a moderate cancellation policy

4.85 out of 5 average rating, 109 reviews
Guest favourite
A spacious living room features large windows allowing natural light. A modular sectional sofa is arranged invitingly in front of a sleek fireplace. A modern coffee table sits atop an area rug with geometric patterns, and an expansive wall-mounted TV awaits entertainment.
Home in Chicago

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

No cleaning fees! Gorgeous gem 10 miles from Downtown, Airport, Lake Michigan, and United Center! 15 miles from Wrigley Field and the Zoo. Next to CTA! 6 bedrooms 2 bathrooms, 10 beds. Sleeps 18 comfortably. Perfect for large groups! Modern smart home with air hockey, pool table, video games, 2 ping pong tables, foosball, 9 big screen TVs including 85" Samsung QLED with surround sound, outdoor dining, charcoal grill, cornhole, dining room, game room, 2 living rooms, and full kitchen.

4.91 out of 5 average rating, 139 reviews
Guest favourite
The living room features a spacious brown sectional sofa facing a coffee table, with a wall-mounted artwork above. A ceiling fan and natural light enhance the open space, which transitions to a dining area visible in the background, creating a welcoming and cozy atmosphere.
Home in Manteno

Two king beds with 3 bedroom 2 bath

4 minutes from I-57 expressway. This is a three bedroom two full bath townhome with a 2 car attached garage. King bed & 55' smart tv in the master bedroom. The Master bedroom also has a full bathroom with complimentary body wash, shampoo & conditioner. 2nd bedroom has a king size bed with king size hotel pillows. 3rd bedroom has queen bed with 55" smart tv. In closet you will find a deluxe queen size air bed with extra pillows & linens. Patio has table & chairs & charcoal grill.

4.97 out of 5 average rating, 338 reviews
Top guest favourite
Home in Whiting

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

*REQUIRED* ✅ Will you bring a pet? ✅ Have you read and agree to all rules? 🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilets

4.95 out of 5 average rating, 205 reviews
Top guest favourite
A charming single-story home is surrounded by lush greenery and colorful landscaping. The house features a light exterior with dark shutters and a welcoming front porch. A small tree adds a splash of color to the neatly manicured lawn.
Home in Munster

Cozy three bedroom home in Munster , Indiana.

Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

4.95 out of 5 average rating, 147 reviews
Top guest favourite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

4.99 out of 5 average rating, 115 reviews

Popular amenities for Homewood pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Superhost
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

4.85 out of 5 average rating, 192 reviews
Top guest favourite
The open living area showcases a cozy seating arrangement with a brown sofa and modern chairs. A ceiling fan hangs above, and the space is illuminated by warm light from the nearby kitchen. A large TV is mounted on the wall opposite the seating area.
Home in Porter

Dunes Homestead - Near Dunes + Lake + Dog Friendly

4.96 out of 5 average rating, 132 reviews
Top guest favourite
The exterior of the bungalow features a brick facade with a green accent, framed by well-maintained grass and a neat walkway. Soft evening light casts a warm glow, highlighting the front door and decorative elements near the windows.
Home in Berwyn

retromodern bungalow | pet friendly | free parking

4.97 out of 5 average rating, 248 reviews
Superhost
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

4.89 out of 5 average rating, 225 reviews
Guest favourite
The kitchen features contemporary blue cabinetry paired with light wood accents. A large stainless steel refrigerator stands beside a gas stove. A white farmhouse sink is centered beneath a window, while a modern light fixture illuminates the space.
Home in Miller

Updated House Close to Beach + National Park

4.88 out of 5 average rating, 130 reviews
Superhost
Home in Matteson

Creek Retreat on 1 acre | Game Room | Fire Pit

4.9 out of 5 average rating, 10 reviews
Superhost
An open living area features a light grey sectional sofa complemented by a wooden accent table. Natural light fills the space through large windows, illuminating a neutral area rug on the wooden floor. A dining table with chairs occupies the background, along with a wall-mounted television.
Home in Homewood

4BR/2BA Family Home + Fenced Backyard

4.9 out of 5 average rating, 42 reviews
Superhost
A bright living area features a blue sofa, two armchairs, and a stylish coffee table in the center. Large windows allow natural light to fill the space, revealing a view of the outside. A decorative rug adds warmth to the wooden floor.
Home in Homewood

Homewood Oasis

4.87 out of 5 average rating, 55 reviews

Pet-friendly home rentals with a pool

Guest favourite
The kitchen features dark wood cabinetry and granite countertops, with a stainless steel refrigerator and a stove integrated into the design. A cozy living area is visible, showcasing a brown leather sofa and a small table adjacent to the kitchen island.
Guest house in Gary

Farm Themed Guesthouse!

4.88 out of 5 average rating, 116 reviews
Guest favourite
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

4.93 out of 5 average rating, 131 reviews
Superhost
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

4.77 out of 5 average rating, 237 reviews
Guest favourite
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

4.92 out of 5 average rating, 25 reviews
Top guest favourite
Cabin in Custer Park

Cabin Getaway

4.92 out of 5 average rating, 26 reviews
Guest favourite
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

4.91 out of 5 average rating, 32 reviews
Superhost
A modern kitchen with an expansive island features sleek countertops and stainless steel appliances. Large windows fill the open living area with natural light, showcasing city views. A comfortable seating area and dining table create an inviting space for relaxation and meals.
Flat in West Loop

Level Two Bedroom Suite | Fulton Market

4.83 out of 5 average rating, 46 reviews
Guest favourite
Flat in Downtown Chicago

Luxury Designer Penthouse 3803 | Pool | Gold Coast

4.89 out of 5 average rating, 63 reviews

Private, pet-friendly home rentals

Top guest favourite
An open studio space features a black leather sofa alongside a wooden coffee table on a textured rug. Colorful wall art adds vibrancy, with a light fixture illuminating the area. A chair with a unique design offers additional seating, enhancing the contemporary aesthetic.
Guest suite in Miller

Miller Mermaid Suite-100 yds from the beach!

4.96 out of 5 average rating, 464 reviews
Superhost
Flat in Homewood

Two Bedroom Apartment Walk to Metra

4.67 out of 5 average rating, 24 reviews
Guest favourite
Flat in Homewood

Basement Apartment

4.84 out of 5 average rating, 38 reviews
Top guest favourite
A spacious farmhouse is depicted, surrounded by lush green grass and trimmed bushes. The structure features a large deck, inviting guests to enjoy the outdoors. Sunlight filters through the trees, casting gentle shadows on the ground, creating a serene atmosphere.
Farm stay in Crete

Escape to relax in peace

4.96 out of 5 average rating, 46 reviews
Top guest favourite
Home in Cedar Lake

Cedar Lake A-Frame Near Lighthouse & Public Beach

4.97 out of 5 average rating, 32 reviews
Guest favourite
A cozy single-family home is nestled on a spacious half-acre lot, surrounded by lush green grass and mature trees. The light-colored exterior features a welcoming entrance with steps leading to a front porch. A gravel driveway provides access to the property.
Home in Lansing

Cozy 3BR Home Near Chicago

4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in New Lenox

Relaxing Home Away From Home

4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in Lansing

Nice 2-bedroom home in the heart of Lansing!!!!

4.85 out of 5 average rating, 74 reviews

When is the best time to visit Homewood?

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