
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.

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.

Riverfront Oasis: Parks+ Kayaks+Fishing Await!
Escape to this beautifully renovated 3-bedroom home with stunning Kankakee River views! Relax on the spacious deck or fish from the river front patio. Nestled between Conrad Park and Island Park. You can stroll to local restaurants, bars and shops. Just 50 miles from Chicago and only 10 miles from 315 Sports Park & Diamond Point, it’s perfect for a family getaway. Need more room? Book the "cozy cabin" next door that hosts 4 more people! Your riverside retreat awaits—reserve your stay today!

Spacious home 28 miles from Downtown Chicago
This lovely 4B/2B home features an open concept floor plan. Property features a living/dining room and kitchen with a Keurig for your morning coffee. This home is located close to I80-94 making it convenient for guests to explore the area! Our guests have access to the entire home. This property is located less than 30 minutes from downtown Chicago and Schererville, IN and less than an hour from Orland Park and Oak Brook Mall where there are plenty of restaurants and stores for shopping.

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.

Cozy, Artsy Gem in Historic Pullman
Our home is a great getaway from the hustle and bustle of downtown. The interior, tastefully rehabbed, showcases art from local artists. The neighborhood has the same charm of the late 1800s when the house was built, and is within walking distance of the Visitor Center, Exhibition Center, Pullman Club Coffee Shop, and the National A. Philip Randolph Pullman Porter Museum, which is currently under construction. My husband and I live directly across the street makes us accessible to guests.

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! *Note: Pricing is based on "Double Occupancy". Extra charges per person apply after 2 guests. Can accommodate up to 6 guests. Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"!

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*

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.

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.

Newly renovated modern home.
You will be comfortable in this newly remodeled two 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 *2 Bedroom; 2 King, 1 full Murphy bed *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher
Popular amenities for Homewood house rentals
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Elegant Executive Residence, Hot Tub/Pool/Parties!

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

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

Munster hide away

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 Architectural Haven

Winter Discounts! Cozy Home away from Home!

Cozy Home in Brookfield

The Ashlin House.

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

Beautiful , fully renovated

House in Frankfort quiet family neighborhood

Fore! Peace & Love @ Golf House
Private house rentals

Long Lake Retreat

Peaceful Getaway in Miller Beach

Luxurious Lake House with Amazing Outdoor Space!

Lakeside Loft

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

Spacious Serene Escape~ 20 mins IN Dunes

The Blue House: Family Retreat

Elegant 4BR Tudor Retreat — Spacious, Peaceful!
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ797 | ﺩ.ﺇ738 | ﺩ.ﺇ723 | ﺩ.ﺇ668 | ﺩ.ﺇ801 | ﺩ.ﺇ793 | ﺩ.ﺇ793 | ﺩ.ﺇ760 | ﺩ.ﺇ602 | ﺩ.ﺇ720 | ﺩ.ﺇ698 | ﺩ.ﺇ679 |
| 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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 1,060 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

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




