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Homewood vacation rentals

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Top-rated vacation rentals in Homewood

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

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Farm stay in De Motte

4.94 out of 5 average rating, 121 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.

Apartment in Homewood

5.0 out of 5 average rating, 42 reviews

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 lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

Cottage in Valparaiso

4.88 out of 5 average rating, 502 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Home in Homewood

4.93 out of 5 average rating, 40 reviews

Charming Homewood Away from Home

Keep it simple at this peaceful and centrally-located place. Cozy and Charming brick ranch nested on a quiet street. Minutes from the metra line taking you to downtown Chicago or visit the neighborhood shopping in downtown Homewood. No smoking and no parties. We are unable to accommodate a party of any size because of our agreement with our neighbors. Driveway is narrow. Limit 2 cars. No extra guest without notice. Extremely strict neighbors! We follow all cancellation rules.

Home in Homewood

4.91 out of 5 average rating, 108 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

A Rare gem 💎in the heart of Homewood. This Quaint 2-bedroom remodeled home is charming, sophisticated and discrete. It is minutes away from the Metra station, golf course and downtown Homewood shops. The energy is very calm and quiet ☯️. This is the home away from home where details are everything and the pictures do not capture the essence of this luxurious space. Experience the love, the joy and the peace that continues to leave its mark. Peace and Love - Michael and KP💞

Home in De Motte

4.95 out of 5 average rating, 213 reviews

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Guest suite in Crown Point

4.93 out of 5 average rating, 210 reviews

IT'S THE WRIGHT PLACE

Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.

Tiny home in Burr Ridge

4.92 out of 5 average rating, 261 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Home in Manteno

4.95 out of 5 average rating, 174 reviews

Manteno Luxury Comfy Cozy home with- 2 king beds!

Nestled in a cul-de-sac, this open concept 2 bedroom duplex is as cute as a button! There is a fireplace, dining room and convenient patio with sliding glass doors. There are 2 bathrooms. The home is newly remodeled with wood floors and new stainless steel appliances in the kitchen. Each bedroom has a large smart TV for your enjoyment! The living room has a 65 in smart TV and there is also an under the counter TV in the kitchen.

Apartment in Blue Island

4.93 out of 5 average rating, 269 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

Home in Manteno

4.98 out of 5 average rating, 120 reviews

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

Cottage in Merrillville

4.9 out of 5 average rating, 192 reviews

The Hideaway

This cozy cottage (lodging only, renters only) located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage that sleeps four. One king size bedroom (sheets supplied), large full bathroom with deep tub (towels supplied), full kitchen (dishes, pots and pans ect supplied) and private parking. Also has its own fire pit for enjoyment.

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Homewood vacation rentals

Laptop-friendly workspace

Air conditioning

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 vacation rentals in Homewood

Apartment in Homewood

4.89 out of 5 average rating, 28 reviews

High-End Oasis Close to Fun

Home in Lansing

4.82 out of 5 average rating, 74 reviews

June at the Walter

Guest suite in Homewood

4.97 out of 5 average rating, 61 reviews

Cozy/Romantic Game Room Suite w/Outdoor Hot Tub

Home in Homewood

4.82 out of 5 average rating, 11 reviews

Horizon - 4 BRs, 2 BA Game Room & Gym

Townhouse in Country Club Hills

5.0 out of 5 average rating, 19 reviews

Luv Happii House

Apartment in Hammond

4.8 out of 5 average rating, 101 reviews

Plant MOOD FREE parking, washer & dryer!

Home in Munster

5.0 out of 5 average rating, 19 reviews

Cozy Farmhouse in Munster

Home in Park Forest

5.0 out of 5 average rating, 11 reviews

Cute 2 br with King and Queen

Other great vacation rentals in Homewood

Home in Chicago

4.91 out of 5 average rating, 93 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Cottage in Cedar Lake

5.0 out of 5 average rating, 40 reviews

Cedar Sunrise- 1 BR Lake Home

Home in Oak Forest

4.91 out of 5 average rating, 77 reviews

Cheerful three bedroom, 2 full bath in Oak Forest

Home in Olympia Fields

4.93 out of 5 average rating, 14 reviews

Exquisite Getaway Home

Loft in Crown Point

4.97 out of 5 average rating, 63 reviews

Liz's Loft - 1 bedroom loft on 4 acres!

Home in Matteson

4.85 out of 5 average rating, 53 reviews

Tranquil 2 bedroom ranch home

Cottage in Cedar Lake

4.95 out of 5 average rating, 19 reviews

Quant Cottage with private dock and boathouse

Guest suite in Manhattan

4.98 out of 5 average rating, 82 reviews

Rustic Relaxation

Quick stats about vacation 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
30 properties are a good fit for families
Total number of reviews
630 reviews

Frequently Asked Questions

How much does it cost to stay in house rentals in Homewood?
Experience the best of Homewood with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Homewood?
Homewood has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Homewood?
Four-legged friends are welcome in Homewood. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Homewood?
Yes! Work meets play with ease at over 20 vacation rentals in Homewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Homewood?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Homewood have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Homewood. Enjoy a tailored experience with all the comforts you desire.

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