Holiday rentals in Homewood

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Top-rated holiday rentals in Homewood

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Chicago

4.92 out of 5 average rating, 166 reviews

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.

31 Oct – 7 Nov

€ 97 per night
Guest favourite

Farm stay in De Motte

4.94 out of 5 average rating, 109 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

15–22 Jun

€ 85 per night
Superhost

Home in Richton Park

4.84 out of 5 average rating, 207 reviews

Spacious home near Chicago, fenced yard for pets

Modern single family home with over 2100 sqft of space including 3 bedrooms, & 2.5 bathrooms. Located in a quiet neighborhood with free parking, our home has easy access to trains & major highways. We're a short ride from Downtown Chicago, Midway Airport, Tinley Park Convention Center, Hollywood Casino Amphitheatre, universities, shopping & dining. Enjoy a fully stocked kitchen, washer/dryer, WIFI, smart tv & spacious deck. Come unwind in a cozy living space during your trip to Illinois! 5279

15–22 Oct

€ 319 per night

Popular amenities for Homewood holiday rentals

Stay near Homewood's top sights

Blueberry Hill Pancake House4 locals recommend
Grady's Snack N' Dine4 locals recommend
Flossmoor Station Restaurant & Brewery5 locals recommend

Other great holiday rentals in Homewood

Superhost

Home in Homewood

4.91 out of 5 average rating, 33 reviews

Charming Homewood Away from Home

26 Apr – 3 May

€ 150 per night
Guest favourite

Home in Lansing

4.83 out of 5 average rating, 59 reviews

Spring Break Deal-The Walter Experience

11–18 Apr

€ 124 per night
Guest favourite

Home in Munster

4.97 out of 5 average rating, 30 reviews

Entire home: Private, Cozy Oasis in Quiet Locale

16–23 Nov

€ 150 per night
Superhost

Home in Homewood

4.95 out of 5 average rating, 19 reviews

Our Homewood Home

8–15 Nov

€ 294 per night
Guest favourite

Townhouse in Country Club Hills

5.0 out of 5 average rating, 14 reviews

Luv Happii House

24 Nov – 1 Dec

€ 196 per night
Guest favourite

Guest suite in Homewood

4.96 out of 5 average rating, 54 reviews

Cozy/Romantic Game Room Suite w/Outdoor Hot Tub

15–22 Nov

€ 187 per night
Guest favourite

Guest suite in Orland Park

4.99 out of 5 average rating, 67 reviews

Private Guest Suite 2 Cozy Rooms

26 May – 2 Jun

€ 111 per night
Superhost

Home in Homewood

4.84 out of 5 average rating, 32 reviews

The executive suite

11–18 Mar

€ 173 per night
Guest favourite

Home in Oak Forest

4.91 out of 5 average rating, 74 reviews

Cheerful three bedroom, 2 full bath in Oak Forest

31 Aug – 7 Sep

€ 283 per night
Guest favourite

Home in Olympia Fields

5.0 out of 5 average rating, 6 reviews

Exquisite Getaway Home

29 Oct – 5 Nov

€ 299 per night
Guest favourite

Home in Robbins

4.97 out of 5 average rating, 35 reviews

Comfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW

8–15 Sep

€ 128 per night
Guest favourite

Home in Chicago

4.92 out of 5 average rating, 84 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

24 Nov – 1 Dec

€ 145 per night

Quick stats about holiday rentals in Homewood

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

560 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Homewood