Vacation rentals in Olympia Fields

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Top-rated vacation rentals in Olympia Fields

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

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Top guest favorite

A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.

Guesthouse in Valparaiso

4.99 out of 5 average rating, 73 reviews

Lake retreat w/ unique dome near Indiana Dunes

ArturoRating, 5 stars1 day ago

We stayed for 3 days and we absolutely loved it. Perfect for couples that want a little getaway from the city, and love a good view and calm environment. The only noise you will hear here is the bird chirps and ducks quack. We thoroughly enjoyed how cozy the apartment is and spent a good deal of time outdoors by the grill and in the dome. Elena was an amazing host and they even had Indiana dunes park passes available which was great. Would recommend 100%.

Top guest favorite

The living area features a white couch adorned with soft pillows and small accent chairs. Natural light brightens the space, complemented by a large flat-screen TV on a rustic console. Woven chairs provide additional seating around a light-colored coffee table.

Townhouse in Valparaiso

4.96 out of 5 average rating, 47 reviews

Cheerful, charming, super comfy 2BR 2Bath Condo

SharonRating, 5 stars5 months ago

This is our third year staying here while visiting our daughter in Portage. This condo is so well equipped and well kept. Teresa is the most responsive host we’ve ever had. She responds quickly and I never would worry about it if there was some issue cause I know I would be able to communicate with her easily! See you next year!

Guest favorite

A serene outdoor seating area is illuminated by string lights, creating a soft, inviting glow. Comfortable seating is arranged around a small table, surrounded by lush greenery. The nearby river reflects the gentle light, enhancing the peaceful ambiance.

Home in Momence

4.96 out of 5 average rating, 166 reviews

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!

RebeccaRating, 5 stars3 weeks ago

The River House is a real treat. We loved our stay there and Rhiannon was a very responsive and friendly host. We had everything we needed and being right on the Kankakee River was a bonus. The decor in the house is really cute and stylish. The beds were comfy and the shower was nice and hot with great water pressure. We felt right at home.

Superhost

A welcoming living space is bathed in natural light, featuring large windows adorned with elegant curtains. A plush, tufted sofa with decorative pillows invites relaxation. Neutral walls complement the modern décor, which includes a sleek table and artwork, creating a harmonious atmosphere.

Home in Homewood

4.91 out of 5 average rating, 123 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

YoshiRating, 5 stars1 month ago

This small quaint home packs a HUGE punch when it comes to amenities and that home away from home feel. We couldn't have asked for more in an airbnb during our stay in the Chicago area. From the kuerig, to the decor, to the hot tub to the amazing bathroom and shower, this Airbnb had everything we needed and everything we didn't even know we wanted. I would HIGHLY recommend this airbnb along with the amazing and attentive hosts to anyone traveling through the area.

Top guest favorite

A modern kitchen featuring a large island with seating for six, complemented by sleek cabinetry and stainless steel appliances. Natural light fills the space through a nearby window, and an adjacent dining area is visible, offering a blend of functionality and style.

Home in Avondale

5 out of 5 average rating, 11 reviews

Alluring Avondale Abode

MichaelRating, 5 stars1 week ago

Beth’s home was perfect for our group trip, which centered around cooking together for a Passover Seder! The kitchen had great appliances and equipment, with the space for many of us to cook at once. The house had everything we needed and we were all comfortable.

Superhost

The kitchen is equipped with modern stainless steel appliances, including a gas stove and a microwave. Light-colored cabinetry complements the granite countertops. Natural light filters through the window, illuminating the space and highlighting the well-organized layout.

Home in Chesterton

4.8 out of 5 average rating, 75 reviews

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home

KieranRating, 5 starstoday

Great house for the value! Clean and lots of amenities! Wish we visited in summer as fenced backyard is great! Stairs to second floor are steep but in good condition with handrail! There are local trains that are present throughout the day/night, but their sound didn’t bother us 😊 Overall a great value and lovely vintage home! Host was very responsive and friendly! Thank you!

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What guests are saying

A Comfortable Stay While You are Away in Oak Park

4.85 out of 5 average rating, 68 reviews2 weeks ago

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Home in Austin

What guests are saying

Spacious 2 Bed Apartment, Perfect Location

4.89 out of 5 average rating, 73 reviews3 weeks ago

This is a quirky, comfortable place. It’s full of great books, interesting decor and Chicago charm. The apartment is quite large, it’s on the ground floor and there is back door access to the alley from the kitchen. The kitchen was full of cookware and there was a gas stove. I appreciated the coffee pot and large tin of Costco coffee. There was also a great selection of teas as well as many interesting mugs to choose from.

Apartment in Lake View

What guests are saying

Loyola & Lake -3br/2bth close to the Lake & Loyola

4.95 out of 5 average rating, 80 reviews3 months ago

My friends and I stayed for my birthday weekend and were super happy with everything, the fireplace is especially nice for cold chicago winters! We only had trouble finding street parking Saturday night when we got back from our concert at 3am but that was expected. This will be my go-to place for groups from now on!

Apartment in East Rogers Park

What guests are saying

Creekside Getaway

4.9 out of 5 average rating, 40 reviews3 weeks ago

My wife and I loved the place. The wooded surroundings in the backyard with the stream running through or breathtaking. We would see on average anywhere from 15 to 20 deer every day. The house was even better than what the picture show. I never had to worry about being able to reach the owner. She was always accommodating and even offered us the opportunity to stay longer knowing that we were doing a longer-term, but we had already made arrangements to go somewhere else and couldn’t get out of it or we would’ve taken it.

Home in Merrillville

What guests are saying

The Dune Den! Huge Yard/Firepit/Near Town+Dunes

4.9 out of 5 average rating, 71 reviews1 week ago

This was ur second stay at Andrew’s and it didn’t disappoint. He worked with us last minute to make a reservation so we had somewhere to stay. A friend of ours passed away and we didn’t have a lot of planning time. We love that the place has a pack n play, high chair, and some kids toys & dishes. Things like that make a stay with children much smoother. Thanks again for another great experience.

Home in Porter

What guests are saying

Spacious Retreat with Beach Access

5 out of 5 average rating, 12 reviews1 month ago

⸻ “I had an exceptional stay at this Airbnb in Gary, Indiana! The host was fantastic—she communicated clearly and made sure I had everything I needed. She was so friendly and thorough, letting me know all the details about the home, how to get in, and how to use everything inside. The amenities were above and beyond what I expected. The space was incredibly comfortable, spotlessly clean, and the area near Lake Michigan was beautiful. The neighborhood was very quiet, safe, and enjoyable, which made the stay even better. I felt completely at home. The host also made it clear that if I needed anything, she was just a message away to assist. I enjoyed my stay tremendously and would absolutely recommend this space to anyone visiting. I would definitely come back a thousand times over!”

Home in Miller

What guests are saying

Relaxing1BR/1BAMini GolfFishingBands*Boating

5 out of 5 average rating, 8 reviews8 months ago

Chris is a phenomenal host. He lives a few minutes away from the RV and is very responsive. Two adults and 2 younger kids were very comfortable and had plenty of space to hangout in the RV. We did not take advantage of the activities at the site, but there was something nearly every hour over the weekend for guests (especially kids) to enjoy. If we are in the area, we would absolutely stay again!

Camper/RV in Portage

What guests are saying

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

4.96 out of 5 average rating, 50 reviews2 weeks ago

Beautiful home. We lived the sound system in the living room and the games (pool table, pinball, and arcade machine) in the basement. Property was conveniently connected to a beautiful walking path which also linked up with an awesome park. Last but not least, Ramon was readily available at a moment’s notice. He was a great host.

Home in Plainfield

What guests are saying

Tiny house in West Village Arts District

4.85 out of 5 average rating, 34 reviews3 months ago

Lisa was a great host and this is a great place. It's a small house, but worked great for what we needed it for and was close to our family that live in Evanston. It was also a great price. Additionally, there were games which was nice because we had our child with us. I would definitely recommend this place and I will be staying here again when we're in Evanston, hopefully Lisa's schedule will be open!

Guesthouse in Evanston

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Popular amenities for Olympia Fields vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Olympia Fields

Top guest favorite

A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted TV is visible above a white fireplace. Soft lighting is provided by a contemporary chandelier, and large windows are dressed with light curtains, enhancing the room's bright ambiance.

Home in Schaumburg

5 out of 5 average rating, 50 reviews

Great location-King beds-Kids playroom

AdamRating, 5 stars2 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Superhost

An exterior view of a charming blue building with a staircase leading to the entrance. A spacious outdoor area features a large table surrounded by several chairs, complemented by surrounding greenery and decorative plants. Trash bins are located to one side.

Guest suite in Lincoln Park

4.75 out of 5 average rating, 8 reviews

The Hidden Beach House

GaryRating, 5 stars1 month ago

I enjoyed my stay here. The accommodations were basic, but the place was very clean and quiet, I found the bed very comfortable, and the location was ideal for 1 to 2 people to base out of while enjoying Old Town. The Brown Line train is just a couple of blocks from the house, which made getting to the Loop very convenient. Caid was very easy to reach with any questions. I would stay here again. One recommendation: if you drive here and need a parking pass, make those arrangements well in advance of your arrival, because they can’t be provided at a moment’s notice. I waited until the day before to ask for one and could not get it, so I had to pay $90 to park in a garage.

Superhost

A concrete pathway leads to a grassy area, bordered by a white fence, with several planters on both sides. The planters include a tall, woven design and a smaller, elegant style, featuring greenery that adds a touch of nature to the outdoor space.

Guest suite in Plainfield

4.86 out of 5 average rating, 78 reviews

Relaxing Suite with Independent Entrance

CindyRating, 5 stars4 days ago

Maria’s place was great! Easy access to the Airbnb & the yard was a bonus for our two dogs. Lots of little touches that made the stay pleasant; coffee, water, snacks were all appreciated. The bed was very comfortable too! I would definitely stay again when in the area.

Superhost

A spacious wooden deck is furnished with four chairs featuring red cushions and a single cozy chair. A cooler is positioned against the railing, and a welcoming front door is visible, framed by sunlight and greenery from surrounding trees.

Home in Maywood

4.8 out of 5 average rating, 114 reviews

Maywood Relaxation

JadeRating, 5 stars1 month ago

Robert was very attentive to questions and concerns. He responded very quickly! Very accommodating to our needs and made us feel comfortable! Definitely will be booking again in the future!

Guest favorite

A modern living space is presented with a white sofa and two accent chairs, arranged around a minimalist coffee table. A dining area is visible in the background, featuring a gold and glass table set with decorative items. Natural light filters in through large windows.

Home in Chicago

5 out of 5 average rating, 5 reviews

Birthday?Anniversary?Showers?3500 sq ft, sleeps 16

ArissRating, 5 stars1 week ago

Vince’s place was amazing, it was such a good location, easy to drive to anywhere in Chicago. Vince was very easy to contact and was responsive within minutes. He made our stay very comfortable. The house was amazing and there was a lot of space, and there was a lot of amenities available for use, for example kitchen utensils and shower amenities. Overall this stay was amazing and I would book this again if I came back in the future

Guest favorite

A cozy living area is presented, featuring a stone fireplace as a focal point. Two armchairs are positioned around a coffee table, with decor additions providing a touch of greenery. Natural light enters through nearby windows, illuminating the light-colored walls and hardwood floors.

Apartment in Albany Park

4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Superhost

A modern kitchen is equipped with sleek stainless steel appliances, including a microwave and dishwasher. Light countertops complement dark cabinetry, while a small countertop with two barstools provides a casual dining option. Natural light filters in through a window near the door.

Apartment in Jefferson Park

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars3 weeks ago

Peaceful, felt like home, very spacious and comfortable

Top guest favorite

A modern kitchen features sleek gray cabinetry and a white countertop. Stainless steel appliances are prominent along the back wall, and a window provides natural light over a farmhouse sink. Decorative tile backsplash adds texture, complemented by ample space for meal preparation.

Home in Elgin

5 out of 5 average rating, 22 reviews

Little Blue House

BriannaRating, 5 stars3 months ago

Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

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Vacation rentals in Olympia Fields

Top-rated vacation rentals in Olympia Fields

Brightstone Lake Cabin 1

Miller Beach Cozy Cottage with indoor fireplace

Home away from home

A Comfortable Stay While You are Away in Oak Park

Spacious 2 Bed Apartment, Perfect Location

Loyola & Lake -3br/2bth close to the Lake & Loyola

Creekside Getaway

The Dune Den! Huge Yard/Firepit/Near Town+Dunes

Spacious Retreat with Beach Access

Relaxing1BR/1BAMini GolfFishingBands*Boating

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

Tiny house in West Village Arts District

Vacation rentals for every style

Popular amenities for Olympia Fields vacation rentals

Other great vacation rentals in Olympia Fields

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