Search Vacation Homes in Glenwood

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Compare 240 Vacation Homes in Glenwood with updated reviews, rates, and availability.

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, (35)
"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!"
The price is AED 820
AED 2,549 total
includes taxes & fees
15 Jun - 16 Jun
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Relaxing hot and beautiful 4 bed, 2 baths in peaceful area
Private kitchen

Relaxing hot and beautiful 4 bed, 2 baths in peaceful area

Relaxing hot and beautiful 4 bed, 2 baths in peaceful area
Luxury Lakefront Getaway Sleeps 16 near Chicago Family Friendly
Fridge, microwave, oven, stovetop

Luxury Lakefront Getaway Sleeps 16 near Chicago Family Friendly

10.0 out of 10, Exceptional, (1)
"Very clean and comfortable rooms. Beds were great."
Luxury Lakefront Getaway Sleeps 16 near Chicago Family Friendly
Steps from beach-Lakeview Getaway in Miller Beach
Miscellaneous

Steps from beach-Lakeview Getaway in Miller Beach

Steps from beach-Lakeview Getaway in Miller Beach
Hike to the beach or stay in all day!
Fridge, microwave, oven, stovetop

Hike to the beach or stay in all day!

8.6 out of 10, Excellent, (11)
"My family and I enjoyed our time."
Hike to the beach or stay in all day!
The Family Retreat, The Family Retreat Oasis
Bathroom

The Family Retreat, The Family Retreat Oasis

The Family Retreat, The Family Retreat Oasis
Charming 3-bedroom house with WiFi in peaceful Hazel Crest
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi in peaceful Hazel Crest

9.4 out of 10, Exceptional, (3)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is AED 621
AED 1,313 total
includes taxes & fees
10 Jun - 11 Jun
Charming 3-bedroom house with WiFi in peaceful Hazel Crest
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
Outdoor dining

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

9.2 out of 10, Wonderful, (58)
"With the exception of one bathroom being out of service and nearby location being a little sketchy everything else was a great place at this beautiful house."
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Fridge, microwave, oven, stovetop

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

8.8 out of 10, Excellent, (9)
"Great place, nice location and the Hosts are extremely good to work with. Highly recommend this just out of the city stay!"
The price is AED 1,451
AED 2,752 total
includes taxes & fees
10 Jul - 11 Jul
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
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
9.0 out of 10, Wonderful, (8)
"As advertised. We enjoyed our stay. Thank you!"
The price is AED 1,041
AED 1,812 total
includes taxes & fees
11 Jun - 12 Jun
Spacious 3br home near Chicago, fenced yard for pets
Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton
Fridge, oven, stovetop, coffee/tea maker

Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton

10.0 out of 10, Exceptional, (2)
"It was very comfortable "
The price is AED 455
AED 608 total
includes taxes & fees
10 Jul - 11 Jul
Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton
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!
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, (8)
"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.
Fridge, microwave, oven, stovetop

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
17 Jun - 18 Jun
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
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!
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 AED 613
AED 1,369 total
includes taxes & fees
26 Jun - 27 Jun
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
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
Secluded Crown Point Haven Near Golfing & Parks!
Fridge, microwave, stovetop, dishwasher

Secluded Crown Point Haven Near Golfing & Parks!

2.0 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay in this very clean house. The beds were very comfortable and had many ports for charging devices. The owner was very quick and responsive to our needs. The only downside was the well water which gave a rotten egg smell. The owner came and ran the water and most of the smell dissipated. I would stay again."
Secluded Crown Point Haven Near Golfing & Parks!
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free