
House holiday rentals in Homewood
Find and book unique houses on Airbnb
Top-rated house rentals in Homewood
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

RetroModern Bungalow | free parking | pet friendly
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to four 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.

The Gray Warbler single family lake view home
Stunning 3 bedroom 2 bathroom home! Breathtaking lake views from all living spaces! Nestled in a serene location this fully remodeled retreat with all brand new furnishings offers a perfect getaway. Comfortable, brand new adjustable base mattresses, clean, modern bathrooms with new tile showers and a tub, well equipped kitchen with new granite counters and stainless appliances open to our living room with 65" HD smart TV and Verizon 5G. Enjoy our arcade with Golden Tee and Mrs. Pac-Man!

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.

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

Boulderstrewn: Historic Homewood home
Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

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.

Quiet cul-de-sac with huge fenced in backyard
3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Worth It! 3 bedroom ranch home
Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

Lake front home on the hill.
Hello. Our house is available so that people can enjoy life. Fish, swim, or just hang out on the private pier, (Shared by owner). Beautiful sunsets. House has a large covered deck. Inside you will find a tastefully furnished house with all the comforts of home. TVs in all the rooms.
Popular amenities for house rentals in Homewood
House rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Pool & Beach Haven-private pool, steps to beach!

Munster hide away

30 mins to CHI|3 Kings|BBQ Grill|TV| Spacious

Spacious 2BR in The Loop Downtown Resort Amenities

Cheerful 4 bedroom 2 king size beds, 2 queen size

Friends-Inspired Vintage Vibes House near Chicago

A Glass House in a Gated Nudist Resort
Weekly house rentals

The Ashlin House.

Peaceful Getaway in Miller Beach

Cozy Getaway Home+FREE Parking+Fast Wi/Fi+Central

The Blue House: Family Retreat

Private Oasis with Spacious Backyard

Luxury Townhome in Tinley Park Near Shops & Train

Modern Oasis Getaway Home. Free Cancellation

Suburban Haven: Cozy Escape with a Touch of Luxury
Private house rentals

Long Lake Retreat

The Architectural Haven

Relax city

Luxurious Lake House with Amazing Outdoor Space!

Lakeside Loft

Cedar Lake A-Frame Near Lighthouse & Public Beach

The Heights of Chicago

House in Frankfort quiet family neighborhood
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £163 | £151 | £148 | £136 | £163 | £162 | £162 | £155 | £123 | £147 | £142 | £139 |
| 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 house rentals in Homewood

Total holiday rentals
Explore 30 holiday rentals in Homewood

Nightly prices starting at
Homewood holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Homewood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Homewood rentals

4.7 Average rating
Homewood stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Chicago Holiday rentals
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- Southern Indiana Holiday rentals
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- Wisconsin River Holiday rentals
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- University of Chicago
- Washington Park Zoo
- The 606




