Vacation rentals in Calumet Park

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Top-rated vacation rentals in Calumet Park

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Guest favorite

Apartment in Chicago

4.91 out of 5 average rating, 169 reviews

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

Aug 16 – 23

G$22,400 GYD per night

Guest favorite

Bungalow in Chicago

4.89 out of 5 average rating, 102 reviews

Relax.Relate.Release in our Bungalow

Relax in our spacious Bungalow. Relate in the essence of another Chicago gem. Release your inner thoughts during your stay. Hardwood floors set this space as you travel the first level. Traveling to the second level you are met with carpet for a short while. This home is great for family, couples, individuals, short and long stays. Close to major highways, bus transportation and walk/bike paths. Very quiet tree-lined neighborhood. About 20mins to downtown and close to south suburbs of Chicago.

Jul 3 – 10

G$38,081 GYD per night

Superhost

Guest suite in Chicago

4.8 out of 5 average rating, 61 reviews

Comfortable and Cozy Suite in Quiet Neighborhood

Are you coming to town to visit family, friends or for business? This cozy, clean, comfortable & 420 friendly suite has all you need to escape your everyday. Look no further! This one-bedroom suite is perfect for 1-3 people, small families, or individuals. If you're visiting family or friends and want your personal space or are in town for business and need a comfy bed, wifi, and office space, then this place was designed for you. Kick back and relax in this calm, stylish, 420 friendly space.

Sep 6 – 13

G$15,801 GYD per night

Guest favorite

Home in Chicago

4.91 out of 5 average rating, 87 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Oct 3 – 10

G$23,835 GYD per night

Guest favorite

Loft in Chicago

4.94 out of 5 average rating, 157 reviews

Entire Spacious, Private Loft Apt Historic Beverly

You have the loft suite to yourself. Best for 1 - 2 people Access through the front door & complete privacy with a bathroom and separate entrance (locked door). in a victorian farmhouse in lovely, tree-lined historic Beverly. Cozy and safe and well stocked with beverages & snacks. We are onsite hosts as we live on the 1st two floors of the house. NOT SUITABLE for those who have difficulty with stairs (3rd floor) Queen bed and twin daybed available Free street parking

Jun 11 – 18

G$19,728 GYD per night

Guest favorite

Apartment in Oak Lawn

4.95 out of 5 average rating, 123 reviews

Charming One Bedroom Apartment

Enjoy your stay in Oak Lawn in this modern and rustic, newly remodeled one-bedroom apartment! It is conveniently located right by Christ Hospital, Metra station and Midway Airport. The apartment is comfortable for up to 4 people, has a private bedroom and a pull out sofa in the living room. You will have a full kitchen, work space, entertainment area with TV and a comfy bed for your best night rest. There is Wifi, Netflix, hulu, and YouTube TV.

Jul 11 – 18

G$28,280 GYD per night

Guest favorite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 240 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Sep 29 – Oct 6

G$23,153 GYD per night

Guest favorite

Apartment in Blue Island

4.93 out of 5 average rating, 264 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

Sep 10 – 17

G$31,030 GYD per night

Superhost

Home in Whiting

4.8 out of 5 average rating, 225 reviews

Whiting Getaway

Nicely situated in the quiet and safe city of Whiting IN, near the bustling Whihala Beach on Lake Michigan, just down the street from Wolfe Lake and the Wolfe Lake Pavilion, within 2 miles of The Horseshoe Casino and just 20 minutes (17.5 miles) from downtown Chicago, this house offers a perfect location for a complete vacation. Come and enjoy all that the 'region' has to offer

Apr 6 – 13

G$19,485 GYD per night

Guest favorite

Cottage in Merrillville

4.89 out of 5 average rating, 184 reviews

The Hideaway

This cozy cottage (lodging only, renters only) located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage that sleeps four. One king size bedroom (sheets supplied), large full bathroom with deep tub (towels supplied), full kitchen (dishes, pots and pans ect supplied) and private parking. Also has its own fire pit for enjoyment.

Aug 21 – 28

G$18,394 GYD per night

Guest favorite

Home in Calumet Park

4.95 out of 5 average rating, 22 reviews

My quaint little escape

Keep it simple at this peaceful and centrally-located place. Moments from 1-57 and 1-94 expressways. plenty of eateries, 2 grocery stores, parks and more. Take a moment to sit in the yard and grill or light the fire pit and relax. Just a quiet, cozy, quaint little home, available for you to come and relax for business or pleasure.

Jul 19 – 26

G$27,244 GYD per night

Guest favorite

Cabin in Griffith

4.91 out of 5 average rating, 155 reviews

Beautiful Rustic Cabin for Two!

Gorgeous newly renovated log cabin for two on a working homestead just minutes from Hard Rock Casino! Stop on in for one night or twenty nights! **EXCITING AUG 2023 update: We have replaced the futon with the BRAND NEW FULL SIZED BED pictured!

Dec 5 – 12

G$17,675 GYD per night