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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Homewood

Cheerful 4 bedroom smart home w/ indoor fireplace
Fridge, microwave, oven, stovetop

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (13)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace
South Shore Retreat 5 bedrooms/entertainment
Fridge, microwave, oven, stovetop

South Shore Retreat 5 bedrooms/entertainment

8.0 out of 10, Very Good, (3)
"Three weeks later tries to say we didn't pay when we have emails/proof saying otherwise. We checked in at the time, and some guy just comes in the backdoor with towels. Upon checkout, says we didn't leave the key & they had to get a locksmith - we literally saw someone come in with a key (man with towels at check in). Scary neighborhood, misleading advertising, terrible communication. "
South Shore Retreat 5 bedrooms/entertainment
Charming and spacious 3-bedroom townhome with WiFi and amenities in Gary
Beach

Charming and spacious 3-bedroom townhome with WiFi and amenities in Gary

6.8 out of 10, (6)
"The property itself was ver clean just an older house. Very clean! The neighborhood was a little questionable for families who have never travelex to that area from a rural area. The stay was good and worked for what we needed!"
The price is AED 579
AED 1,319 total
includes taxes & fees
27 Jul - 28 Jul
Charming and spacious 3-bedroom townhome with WiFi and amenities in Gary
Charming 3-bedroom house with WiFi in peaceful Hazel Crest
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi in peaceful Hazel Crest

6.8 out of 10, (6)
The price is AED 727
AED 1,443 total
includes taxes & fees
20 Jul - 21 Jul
Charming 3-bedroom house with WiFi in peaceful Hazel Crest
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Smart TV, fireplace, foosball

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

2.0 star property
10.0 out of 10, Exceptional, (12)
"We rented the house for our wedding bridal party. We had a great time. We loved having the view of the lake. "
The price is AED 1,194
AED 2,374 total
includes taxes & fees
22 Jul - 23 Jul
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
The Family Retreat, The Family Retreat Oasis
Property grounds

The Family Retreat, The Family Retreat Oasis

2.0 out of 10, (1)
The Family Retreat, The Family Retreat Oasis
Luxurious House - 25 min Downtown - 10min Midway Airport
4 bedrooms, in-room safe, iron/ironing board, travel crib

Luxurious House - 25 min Downtown - 10min Midway Airport

10.0 out of 10, Exceptional, (6)
"We had a great time during our stay at this property. The home was clean, it was well stocked with everything we needed, and it was very easy to get to. Designated parking was a bonus so we didn’t have to stress about street parking. Beds were super comfortable as well! Bart was very responsive and was a fantastic host."
Luxurious House - 25 min Downtown - 10min Midway Airport
Lofty Urban Retreat
Private kitchen

Lofty Urban Retreat

10.0 out of 10, Exceptional, (2)
"We stayed here with a group of 8 women. The house was super clean and in a quiet, safe neighborhood, which we appreciated. The two upstairs bedrooms were roomy, and the bathrooms were a decent size. We especially loved the back deck — it was a peaceful spot to sit and have coffee in the morning.The space felt a bit tight for eight people, and the kitchen wasn’t well-stocked for a group that size — it was missing some basic bakeware. Toilet paper and other supplies were also limited, so be sure...
Lofty Urban Retreat
Winter Specials! Cozy Home away from Home
Fridge, microwave, oven, stovetop

Winter Specials! Cozy Home away from Home

9.4 out of 10, Exceptional, (8)
"Very good host - top tier! Excellent area and clean property - will be staying again- thank you "
Winter Specials! Cozy Home away from Home
Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google
Living area

Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google

Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google
Dreamsville Gateway to Indiana Dunes National Park
Exterior

Dreamsville Gateway to Indiana Dunes National Park

6.0 out of 10, (1)
"Listed as private home , once you get there and read the house rules it states shared refrigerator with owner. Owner comes in while you are gone and turns off all lights and the Ac, even goes into your locked room to turn off ac."
Dreamsville Gateway to Indiana Dunes National Park
The Lockport Haven, 3 King Beds!, 4-bedroom, Charming Home, Wi-Fi, Free Parking
Fridge, microwave, oven, stovetop

The Lockport Haven, 3 King Beds!, 4-bedroom, Charming Home, Wi-Fi, Free Parking

10.0 out of 10, Exceptional, (1)
"This was the perfect place for our family of 6 to spend a long baseball weekend. We were close to the ball fields my grandson was playing on. Lockport is a cute little town. We felt safe in this location. We commuted about 45 min to downtown Chicago to visit several tourist attractions. The house has a full kitchen, nice dining room and living room. Everything in the house was clean and in good shape. We definitely will be staying here again for future tournaments or Chicago visits!"
The price is AED 806
AED 1,790 total
includes taxes & fees
24 Jul - 25 Jul
The Lockport Haven, 3 King Beds!, 4-bedroom, Charming Home, Wi-Fi, Free Parking
Honeycomb Hideout w/ 2 bedrooms
Fridge, microwave, oven, stovetop

Honeycomb Hideout w/ 2 bedrooms

The price is AED 479
AED 1,549 total
includes taxes & fees
20 Jul - 21 Jul
Honeycomb Hideout w/ 2 bedrooms
Chic Chicago Retreat (2-Bedroom Home) by RedAwning
Exterior

Chic Chicago Retreat (2-Bedroom Home) by RedAwning

10.0 out of 10, Exceptional, (1)
"Great place to find last minute. Very helpful hosts and a nice place to stay"
Chic Chicago Retreat (2-Bedroom Home) by RedAwning
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
9.2 out of 10, Wonderful, (10)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is AED 1,041
AED 1,816 total
includes taxes & fees
23 Jul - 24 Jul
Spacious 3br home near Chicago, fenced yard for pets
Laurna Dune
Outdoor dining

Laurna Dune

9.6 out of 10, Exceptional, (8)
"The house was just perfect inside and out. Clean and easy to find. We especially liked the fresh muffins."
Laurna Dune
Astonishing 4 bdrm home 30 min to Dwntwn!
Fridge, oven, stovetop, coffee/tea maker

Astonishing 4 bdrm home 30 min to Dwntwn!

9.0 out of 10, Wonderful, (7)
"It was nice and clean"
The price is AED 771
AED 2,242 total
includes taxes & fees
20 Jul - 21 Jul
Astonishing 4 bdrm home 30 min to Dwntwn!
Relax in style: Chic 2 bedroom haven in brickell.
Fridge, microwave, oven, stovetop

Relax in style: Chic 2 bedroom haven in brickell.

3.0 out of 10, (2)
"This listing is a scam. Someone lives in the property. I was never able to check in. The host never responded. "
Relax in style: Chic 2 bedroom haven in brickell.
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Fridge, microwave, oven, stovetop

Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

9.4 out of 10, Exceptional, (12)
"To say we enjoyed our stay, is an understatement. My sister was able you bring in her 21st birthday properly along with her close friends. It was so spacious, everyone had their own area to hang out. The master bedroom is gorgeous, a real selling point. My only regret is that it is winter && we were unable to enjoy the backyard. Our host was amazing and very helpful during the whole process, any question was promptly answered. If you’re looking for a nice place in a quiet area, don’t hesitate to...
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Exterior detail

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean in a safe neighborhood. I would stay here again"
The price is AED 526
AED 733 total
includes taxes & fees
20 Jul - 21 Jul
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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