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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 247 Vacation Homes in Glenwood with updated reviews, rates, and availability.

Cozy Home Sweet Homewood.
Fridge, microwave, oven, stovetop

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (23)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.
Private Home Awaits
Fridge, microwave, oven, stovetop

Private Home Awaits

10.0 out of 10, Exceptional, (2)
"Very convenient to all my activities for my 55th Birthday "
Private Home Awaits
House with garage, outdoor dining and basement bar
Fridge, microwave, oven, dishwasher

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Exterior

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

7.8 out of 10, Good, (7)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
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

9.0 out of 10, Wonderful, (7)
"This place was wonderful with plenty of space for everyone , 8 adults and 6 kids ranging from 6 months to 15. The two washers and dryers and the play room were an added bonus. I would definitely recommend"
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Casa Blanca in Miller Beach!
Exterior

Casa Blanca in Miller Beach!

9.8 out of 10, Exceptional, (69)
"8 of us stayed at the house, plenty of beds, plenty of places to sit and talk / watch TV, kitchen had everything we needed. Highly recommend"
Casa Blanca in Miller Beach!
Charming 3-bedroom house in serene and lovely Evergreen Park. WiFi/ AC
Interior

Charming 3-bedroom house in serene and lovely Evergreen Park. WiFi/ AC

9.0 out of 10, Wonderful, (2)
"Lovely new (or well remodeled?) house in a nice neighborhood. Host was nice and communicative. Kitchen is well stocked. There’s only one shower but we had no problem sharing. "
Charming 3-bedroom house in serene and lovely Evergreen Park. WiFi/ AC
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Fridge, microwave, oven, stovetop

Gorgeous historic mansion on UChicago campus. Renovation with original detail.

10.0 out of 10, Exceptional, (8)
"We loved our stay. The house was beautiful. We hope to come back. "
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Fridge, microwave, oven, stovetop

The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

9.6 out of 10, Exceptional, (47)
"We had a short stay in this property and we wished it could have been longer. The house was very nice, clean and the communication was great!! It is a short drive to the airport and to downtown. We would definitely stay here again"
The price is SAR 728
SAR 1,470 total
includes taxes & fees
27 May - 28 May
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Spacious Family Glenwood Estates Home w/ Hot Tub!
Indoor spa tub

Spacious Family Glenwood Estates Home w/ Hot Tub!

9.4 out of 10, Exceptional, (14)
"Can’t wait to book again for the summer"
Spacious Family Glenwood Estates Home w/ Hot Tub!
Beautiful and updated place to stay in a quiet neighborhood of Munster Indiana.
Fridge, microwave, oven, stovetop

Beautiful and updated place to stay in a quiet neighborhood of Munster Indiana.

10.0 out of 10, Exceptional, (21)
"Property was nice"
Beautiful and updated place to stay in a quiet neighborhood of Munster Indiana.
Charming 3-bedroom house with AC and WiFi in serene Bridgeview
Private kitchen

Charming 3-bedroom house with AC and WiFi in serene Bridgeview

10.0 out of 10, Exceptional, (1)
"Great area to stay close to everything "
Charming 3-bedroom house with AC and WiFi in serene Bridgeview
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Terrace/patio

Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

8.8 out of 10, Excellent, (34)
"Great location! Quiet, nice neighborhood and our pups loved the fenced in yard! The beach is a block away. All kinds of trails right there! Beautiful home! Will definitely be coming back!"
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Lux Home in Chicago 7mins Downtown
Fridge, microwave, oven, stovetop

Lux Home in Chicago 7mins Downtown

9.8 out of 10, Exceptional, (17)
"Beautiful stay and super nice host would recommend every time "
Lux Home in Chicago 7mins Downtown
Modern Historic Greystone - Near Lake - Free Prkg
Fridge, microwave, oven, stovetop

Modern Historic Greystone - Near Lake - Free Prkg

6.4 out of 10, (5)
"Great property in a quiet neighborhood. Not far from downtown and other tourist attractions. 10/10 would recommend. "
Modern Historic Greystone - Near Lake - Free Prkg
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
Fridge, microwave, stovetop, dishwasher

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very Good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
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
LakeHouse
Fridge, microwave, oven, stovetop

LakeHouse

10.0 out of 10, Exceptional, (16)
"Great"
LakeHouse
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now
Fridge, microwave, oven, stovetop

Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

9.0 out of 10, Wonderful, (12)
"The home is nice."
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now
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

5.4 out of 10, (3)
"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 SAR 375
SAR 1,050 total
includes taxes & fees
4 May - 5 May
Charming and spacious 3-bedroom townhome with WiFi and amenities in Gary
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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Other property types in Glenwood

Spacious Family Glenwood Estates Home w/ Hot Tub!
Indoor spa tub

Spacious Family Glenwood Estates Home w/ Hot Tub!

9.4 out of 10, Exceptional, (14)
"Can’t wait to book again for the summer"
Spacious Family Glenwood Estates Home w/ Hot Tub!
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Double Room | Desk, laptop workspace, blackout drapes, free WiFi

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
4.6 out of 10, (18)
"Nice inside room but it’s not safe outside area"
The price is SAR 335
SAR 378 total
includes taxes & fees
4 May - 5 May
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Terrace/patio

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

8.2 out of 10, Very Good, (34)
"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
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.