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.

Dec 8 – 15

R1,526 ZAR 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.

Jun 3 – 10

R2,992 ZAR per night

Superhost

Guest suite in Chicago

4.79 out of 5 average rating, 58 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.

May 8 – 15

R1,290 ZAR per night

Guest favorite

Apartment in Homewood

5.0 out of 5 average rating, 39 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

Feb 5 – 12

R2,088 ZAR per night

Guest favorite

Home in Chicago

4.92 out of 5 average rating, 85 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.

Dec 29 – Jan 5

R2,169 ZAR 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 18 – 25

R1,925 ZAR per night

Guest favorite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 237 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

Nov 19 – 26

R2,128 ZAR per night

Guest favorite

Apartment in Blue Island

4.93 out of 5 average rating, 262 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.

Jun 12 – 19

R2,621 ZAR 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

Feb 19 – 26

R1,773 ZAR per night

Guest favorite

Cottage in Merrillville

4.89 out of 5 average rating, 183 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.

Jun 3 – 10

R2,078 ZAR per night

Guest favorite

Home in Calumet Park

4.95 out of 5 average rating, 21 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 18 – 25

R2,443 ZAR per night

Superhost

Apartment in Chicago

4.92 out of 5 average rating, 37 reviews

Ultra Modern Beverly Suite

This stylish place to stay is perfect for any event. 420 friendly. Come and let us pamper you. Come and enjoy are tree lined community in the historical Beverly area. This Suite has all the latest amentities and beautifully furnished. The whole group will be comfortable in this spacious and unique space.

Dec 27 – Jan 3

R2,262 ZAR per night