
House vacation rentals in Homewood
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Top-rated house rentals in Homewood
Guests agree: these houses are highly rated for location, cleanliness, and more.

King-size beds ! All the luxeries of home!
You will love this 3-bedroom 2 full bathroom home. In the living room there is a 65in Smart TV for your enjoyment. In the Mater & 2nd bedrooms you will enjoy super comfy King size beds with king size hotel pillows & 55" smart tv's. In the 3rd bedroom is a super comfy queen size bed with comfy pillows & a 55" smart tv. In the 3rd bedroom closet you will find a deluxe queen air bed. For outdoor we supply bikes for children & adults along with patio table & chairs with outdoor grill with charcoal

The Spa of Downtown Whiting
so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Clean, 1 Bedroom Apt. w/ Kitchen & Parking for 4
Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

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.

Boho Chic Coach House 30Min to downtown W/ Parking
Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

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!

Retro Modern Bungalow | free parking | fire pit
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 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.

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.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

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.

Updated, bright, and modern, 3 bedroom home.
You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi
Popular amenities for Homewood house rentals
House rentals with a pool

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

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

Chic Fulton Market Oasis + Curated Comfort & Style

Munster hide away

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

Entire House With Pool - Backyard Beach Getaway

A Glass House in a Gated Nudist Resort

King Queen Bunk Bed Cozy Munster MiniGolfHouse
Weekly house rentals

“La Cabaña ” Entire 2 bd near Chicago

Relax ville

Dunes Homestead - Near Dunes + Lake + Dog Friendly

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

Steps from the beach and a mile from National Park

Midway Airport • 3BR Home • 5 Beds • Free Parking

House in Frankfort quiet family neighborhood

Home away from home
Private house rentals

Dream Stay - Modern Bungalow Near Downtown

Beachfront-Lake Michigan-Indiana Dunes-5BD/3BR

The Ashlin House.

The Cedar Lake Escape 5 Bdrms Sleeps 16 (8229)

Spacious Serene Escape~ 20 mins IN Dunes

Gorgeous home away from home.

The Blue House: Family Retreat

The Jefferson House
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$45,392 GYD | G$42,045 GYD | G$41,209 GYD | G$38,071 GYD | G$45,601 GYD | G$45,183 GYD | G$45,183 GYD | G$43,300 GYD | G$34,306 GYD | G$48,112 GYD | G$50,203 GYD | G$60,244 GYD |
| 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 vacation rentals
Explore 30 vacation rentals in Homewood

Nightly prices starting at
Homewood vacation rentals start at G$10,459 GYD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Homewood vacation rentals include wi-fi 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
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- Lincoln Park
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- Navy Pier
- 875 North Michigan Avenue
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- The Field Museum
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- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
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- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Villa Olivia
- Chicago Cultural Center




