
Pet-friendly holiday rentals in Homewood
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Homewood
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Dunes Homestead - Near Dunes + Lake + Dog Friendly
Welcome to "The Dunes Homestead". Where all pets are welcome! Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this centrally located home. Artfully crafted, this charismatic, dog themed home greets you with all new furniture, a front porch, big yard, and focuses the design around your "man's best friend"! Less than 10 minutes to the Dunes and beaches or head 5 minutes to downtown for food, drinks and plenty of small-town fun. 😁

Steps from the beach and a mile from 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.

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

Entire home: Private, Cozy Oasis in a Quiet Locale
30 minute drive from Chicago's Grant Park. Near Little Calumet and Monon trails. Appeals to nature enthusiasts, cyclists, remote workers and brewery aficionados. This 2 bedroom, 1 bathroom retreat offers comfort and convenience. Full kitchen, private backyard and comfortable living space. 3 casinos, 6 breweries: 3 Floyds, 18th Street, Fuzzyline, Byway, New Oberpfalz & Wildrose within 7 to 20 min drive. Early check-ins offered/subject to availability. Feel free to inquire on availability.

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.

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.

The Country Life! Spacious House.
Live the Country Life in this beautiful suburban home. The entire house is yours to enjoy. Sleeps up to 12* comfortably with 4 bedrooms, 2 bathrooms and kitchen. No smoking indoors but enjoy the outdoors, barbeque in the yard or relax on the deck when weather permits. * No unauthorized events, parties, repast, gatherings or visitors; Your reservation subject to be canceled and/ or $500 FINE. No Refunds! * Extra guest fee over 8 *Small private events may be considered for a fee*

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

Beverly Cottage Loft
Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

Warm and comfortable inviting Suburban home !
160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

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.

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located close to a major hwy, restaurants and a shopping. Just 15 minute to Midway Airport, 25 mins to O'Hare, and 25 mins to Downtown Chicago. Its a great spot to get to everything! Perfect for families, vacationers, and business travelers. You must be 21 or older to book. You must provide a valid photo of your D.L. or State ID upon request.
Popular amenities for Homewood pet-friendly home rentals
Pet-friendly house rentals

Urban Chic 3beds w/2bath + free parking & W/D

Cozy Home in Brookfield

Lakeside Loft

3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard

Quiet Suburban Westchester Home

Elegant 4BR Tudor Retreat — Spacious, Peaceful!

Beautiful , fully renovated

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
Pet-friendly home rentals with a pool

Elegant Executive Residence, Hot Tub/Pool/Parties!

South Shore Escape

Stylish Corner 2 Bedroom in the Heart of Chicago |

Luxury Designer Penthouse 3803 | Pool | Gold Coast

Munster hide away

Level Junior Two Bedroom Suite | Fulton Market

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

Cheerful 4 bedroom 2 king size beds, 2 queen size
Private, pet-friendly home rentals

A Spacious, Well Stocked, Family-Friendly Retreat

Your quiet south suburban oasis

The Lyons Den

Cedar Lake A-Frame Near Lighthouse & Public Beach

Two Kings Chicago. Royal comfort in two king beds

Charming 3BR Ranch in Elmhurst | Mid-Term Ready

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

Modern Oasis Getaway Home. Free Cancellation
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £160 | £155 | £145 | £141 | £166 | £172 | £154 | £142 | £139 | £144 | £159 | £144 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
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 £37 per night before taxes and fees

Verified guest reviews
Over 580 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

4.6 Average rating
Homewood stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Lincoln Park
- Millennium Park
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- United Center
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- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
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- Guaranteed Rate Field
- Lincoln Park Zoo
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- Garfield Park Conservatory
- University of Chicago
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- Loyola University Chicago
- The 606




