Search Vacation Homes in Mount Greenwood

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Compare 485 Vacation Homes in Mount Greenwood with updated reviews, rates, and availability.

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (21)
"The property was perfect for me and my buddies for a football weekend!"
Great 3 bedroom rental unit near Logan Square

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (41)
"Perfect location. Home was very comfortable and inviting. Beds and mattresses were heavenly. We thoroughly enjoyed our stay. "
Belmont House, Classy & Chic/walk to Wrigley Field

Chicago Riverhouse with private fenced in oasis

9.8 out of 10, Exceptional, (18)
"Great location for needing to be around the north park area, my grandmother easily maneuvered (87 y/o), and our 4 y/o loved watching TV on the projector. Easy parking, easy access to downtown. If you need to be in the area I’d definitely recommend staying here!"
Chicago Riverhouse with private fenced in oasis

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

10.0 out of 10, Exceptional, (6)
"Stayed here with six others for a girls trip.The house was beautifully decorated, beds were comfy, and the backyard was such a nice spot to hang out in during our downtime. We loved how much space we had and the attention to the vibes. Adam was super helpful and responsive before and during our stay. We all wished our trip was longer!"
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (17)
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The price is AED 404
AED 983 total
includes taxes & fees
19 Dec - 20 Dec
LUXE 3 BR, 2 BA + Hot Tub

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.6 out of 10, Exceptional, (80)
"easy communication, great place, great location. no notes! "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Spacious Luxury Retreat 7 Bed Oasis with 5 Baths

9.6 out of 10, Exceptional, (15)
"Property was as listed, great communication, great location near city center"
Spacious Luxury Retreat 7 Bed Oasis with 5 Baths

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

9.8 out of 10, Exceptional, (12)
"We rent Vrbo often. They had the most comfy beds out of all of the places we have stayed. They also allow dogs and have a gated yard. This was perfect for our stay in Chicago."
The price is AED 922
AED 1,840 total
includes taxes & fees
22 Dec - 23 Dec
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (120)
"We had an amazing time, and this home was a large part of why we enjoyed Chicago so much! The hosts were great, and very responsive to all of our questions! The home was spacious and warm. The perfect location, so close to the train so we could travel back and forth to downtown. The kitchen has a great space for cooking, what a great stove. The ping pong/billiards table was a hit! We would definitely stay here again! "
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (161)
"Well located. Large common areas. Plenty of bedrooms. Food and specialty stores including Whole Foods, Paulina’s Meat Market, Asian Markets) within driving distance. Mass transit nearby. A park across the street on which we played our 55 th Annual Turkey Bowl."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

10.0 out of 10, Exceptional, (32)
"We had a great time staying here for a family trip. Plenty of space for games, cooking, sleeping, talking. We only used a fraction of what was available. When we had trouble figuring out heating system, host was very responsive. "
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.

Lincoln Park Living - Suite 2!

9.6 out of 10, Exceptional, (21)
"See ratings above"
Lincoln Park Living - Suite 2!

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.0 out of 10, Wonderful, (13)
"A safe area was our biggest concern while booking a place for our weekend getaway and this place delivered. The neighborhood was nice and quiet, all of us felt safe, even when dark out. Not very far from downtown Chicago. The house was nice and overall clean, though we did come across some minor cleanliness problems but when I contacted the host they answered right away. Getting in was a breeze. Loved being able to airplay on the TVs, though we didn’t watch very much because our trip was so...
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!
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 Mount Greenwood

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (623)
"Very nice studio with stunning views the staff was very helpful and nice to my husband and me. Very clean and it was a nice little store nearby and plenty of food options."
The price is AED 426
AED 608 total
includes taxes & fees
19 Dec - 20 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (341)
"Good location. Full kitchen and clothes washer/dryer in suite were awesome amenities! Blinds were missing a few blades which was annoying. Tub could use a reglaze parking is close by but having a deal with the lot would be nice"
Kasa Magnificent Mile Chicago

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (226)
"It was a little loud as there is a nightclub in the basement of the building but otherwise very nice. "
The price is AED 269
AED 316 total
includes taxes & fees
13 Jan - 14 January 2025
Sonder Market Hall
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.