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Compare 593 Vacation Homes in Western Springs with updated reviews, rates, and availability.

Belmont House, Classy & Chic/walk to Wrigley Field
Interior

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

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

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
First floor living room with leather couch, smart cable TV, and Alexa speaker.

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!
Stunning / Spacious 6BD Home + garage - Bucktown!
Private kitchen

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (30)
"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!
Your Next Vacation Home
Dining

Your Next Vacation Home

9.8 out of 10, Exceptional, (29)
"This is the second year we have stayed at this location during Thanksgiving. It is convenient for visiting family members in Park Ridge and Glenview. The four bedrooms and two bathrooms provide the space we need. There is also a well equipped kitchen. "
The price is AED 551
AED 1,046 total
includes taxes & fees
5 Jan - 6 Jan
Your Next Vacation Home
Furnished Private home in Aurora sleeps 9 guests
Living room with reclining sofas.

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests
Breathtaking home close to Schaumburg, Chicago
Exterior

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (46)
"We had unexpected changes last minute for Thanksgiving and our Host was so great and accommodating. The space was roomy and beautiful with the rooms flowing into each other so little groups of people could talk and nosh and enjoy the food and company. The light coming in from the windows and the backyard is a little piece of nature to enjoy. At our request, our wonderful host even snuck in to start a fire for us in the firepit, making it even more homey. My husband, myself, my sister, and my...
Breathtaking home close to Schaumburg, Chicago
Cheery 2+bedroom home with free parking on premises
Living area

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
Chicago Riverhouse with private fenced in oasis
Escape to your private outdoor oasis, available May-October. Lounge on the illuminating sofa, sway in the hammock, gather around the table for 8, fire up the grill – all within the serenity of a fenced-in retreat

Chicago Riverhouse with private fenced in oasis

9.8 out of 10, Exceptional, (20)
"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
Eddy House, Roscoe Village Hideaway
Living area

Eddy House, Roscoe Village Hideaway

10.0 out of 10, Exceptional, (5)
"Great house . "
Eddy House, Roscoe Village Hideaway
Woodlawn Oasis...10 Minutes to Dining & Downtown
Living area

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (10)
"The property has lots of space and a game room, ideal for a fun getaway with a large group. Close to bus stops and Metra station (different from metro station, we learned this the hard way). Walking distance from the U of Chicago."
Woodlawn Oasis...10 Minutes to Dining & Downtown
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Exterior

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

9.2 out of 10, Wonderful, (7)
"We had a mini cousin reunion with family who drove in from different states. No one here has a house big enough to have all of us, so this was the perfect option. The house was lovely, neighborhood very nice, easy to get to, and the host was gracious making us feel like we were all at home. I’d give it 10/5 stars if I could!"
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Charming 3-bedroom house in awesome Chicago with AC, WiFi
Interior

Charming 3-bedroom house in awesome Chicago with AC, WiFi

Charming 3-bedroom house in awesome Chicago with AC, WiFi
Luxury Home Away From Your Home
Exterior

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Interior

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

10.0 out of 10, Exceptional, (33)
"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
Lincoln Park Living - 3 Queen Beds - Sleeps 6!
Living Room

Lincoln Park Living - 3 Queen Beds - Sleeps 6!

9.6 out of 10, Exceptional, (9)
"We needed a place to sleep with our 3 young adult sons over the Christmas holiday and this place was perfect for that. It is very basic, but also much less expensive than most other places in this area, and in an excellent location. There are 2 coffee shops just around the corner and plenty of restaurants within easy walking distance. The rooms are clean and spacious. The bedroom has blackout curtains and comfortable beds. Seeing that it is located on a fairly busy street, the apartment was very...
Lincoln Park Living - 3 Queen Beds - Sleeps 6!
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Interior

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

10.0 out of 10, Exceptional, (23)
"My family gets together every fall. Our first stay in a vacation rental home was in 2015. It is with almost ten years of knowledge that I declare this house one of the best. We had an amazing stay! Craig is wonderful host. This house is filled with all sorts of extras and bonuses. Getting in the house was easy. I can't tell you how many times we stood outside of a house because the code didn't work. We walked through the house oohing and ahhing in each room. Everyone loved watching movies...
The price is AED 2,079
AED 3,220 total
includes taxes & fees
27 Jan - 28 Jan
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!
Living area

Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!

10.0 out of 10, Exceptional, (11)
"It was a great house with needed amenities and lots of space. Great location not far from downtown. Host was great to communicate with."
Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!
The Greenleaf House—Whole House
Living area

The Greenleaf House—Whole House

9.8 out of 10, Exceptional, (27)
"The house was big enough for whole family. It was also in a great location. However, the locked bedroom doors were a big inconvenience and the carpeting was disgusting. So dirty. Did not like walking in it without shoes."
The Greenleaf House—Whole House
Pet-Friendly Bartlett Farmhouse w/ Deck!
Bartlett Vacation Rental | 4BR | 2BA | Stairs Required | 3,100 Sq Ft

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.8 out of 10, Exceptional, (6)
"This was the perfect place for us to gather for the holidays. We definitely enjoyed our stay!"
Pet-Friendly Bartlett Farmhouse w/ Deck!
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 Western Springs

Sentral Michigan Avenue
Garden

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (639)
"Sadio and other staff were very friendly and helpful! "
The price is AED 403
AED 581 total
includes taxes & fees
5 Jan - 6 Jan
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
Front of property

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (346)
"The property was very clean, it had everything we needed, the communication was excellent prior and during our stay. I will be recommending to others. "
Kasa Magnificent Mile Chicago
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
8.8 out of 10, Excellent, (410)
"Beautiful Hotel with lots of amenities and entertainment in a walking distance "
The price is AED 387
AED 454 total
includes taxes & fees
3 Feb - 4 Feb
Sonder South Wabash
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.