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Vacation rentals in Orland Township

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Top-rated vacation rentals in Orland Township

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Condo in Hickory Hills

4.91 out of 5 average rating, 58 reviews

Convenient Location near ammenities. KING size bed

Walking distance to restaurants, stores etc. 1st floor suite will be your relaxing retreat. King size bed with a foam mattress, down pillow/comforter set, blackout curtains will allow you a restful sleep. BR is equipped with 2 side tables, 2 dimmable touch control table lamps with 2 USB Ports & AC Outlet. Bath offers a tub, vanity & open shelving. LR features faux leather sofa, coffee table w/the lift-top & 70” streaming TV. LR opens up to an eat in kitchen equipped with standard dine-ware.

Mar 13 – 20

Farm stay in De Motte

4.94 out of 5 average rating, 113 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Jan 22 – 29

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.

Sep 28 – Oct 5

Home in Montgomery

4.84 out of 5 average rating, 107 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Aug 18 – 25

Guest suite in Orland Park

4.99 out of 5 average rating, 71 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

May 25 – Jun 1

Home in Joliet

4.83 out of 5 average rating, 157 reviews

Cozy Private Cottage in the Cathedral District

Our cozy, 1920's home is located in the Cathedral district in Joliet. 3 minutes away from the Haley Mansion and 6 minutes away from the Jacob Henry Mansion. You get the whole main floor for yourself and your guest(s) with your own entrance through the front door that has a keypad door lock. I along with my two mini dachshund puppies stay in the basement. We have our own entrance through the back. You can park right outside on the street. So there is plenty of parking.

Sep 3 – 10

Tiny home in Burr Ridge

4.92 out of 5 average rating, 238 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 2 – 9

Apartment in Lemont

4.96 out of 5 average rating, 23 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . One bedroom apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting.

Jun 19 – 26

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.

Nov 21 – 28

Home in Chicago Ridge

4.85 out of 5 average rating, 48 reviews

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Mar 4 – 11

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

Aug 21 – 28

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.

Aug 14 – 21

Vacation rentals for every style

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Hotels

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Unique stays

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Homes

Comfortable places with all the essentials

Popular amenities for Orland Township vacation rentals

Free parking on premises

Air conditioning

Stay near Orland Township's top sights

Orland Square13 locals recommend

Trader Joe's3 locals recommend

Marcus Orland Park Cinema3 locals recommend

Other great vacation rentals in Orland Township

Home in Oak Forest

4.91 out of 5 average rating, 75 reviews

Cheerful three bedroom, 2 full bath in Oak Forest

Apr 24 – May 1

Home in Lockport

5.0 out of 5 average rating, 36 reviews

Private Hideaway House Apartment

Dec 10 – 17

Home in Mokena

4.9 out of 5 average rating, 10 reviews

Marvel - 4BRs, 2 BA

Oct 2 – 9

Camper/RV in Willow Springs

4.98 out of 5 average rating, 42 reviews

Wander Willow Springs Glamping Retreat

Aug 20 – 27

Apartment in Homewood

5.0 out of 5 average rating, 39 reviews

Charming Garden Apartment

Feb 13 – 20

Home in Robbins

4.97 out of 5 average rating, 36 reviews

Comfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW

Sep 3 – 10

Townhouse in Country Club Hills

5.0 out of 5 average rating, 16 reviews

Luv Happii House

May 16 – 23

Home in Munster

4.97 out of 5 average rating, 33 reviews

Entire home: Private, Cozy Oasis in Quiet Locale

Oct 14 – 21

Destinations to explore