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Holiday houses in Green Oaks

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Top-rated holiday rentals in Green Oaks

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

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Guest favourite
The entrance features a welcoming gray wooden deck with steps leading up to the door, framed by a white railing. A brick facade and large window enhance the home's charming exterior, while surrounding greenery adds a touch of nature.
Apartment in Norwood Park
4.93 out of 5 average rating, 275 reviews

Balcony • Free Parking • Near O’Hare + Transit

This upstairs 1‑bedroom apartment is your quiet, bright home base just 10 minutes from O’Hare Airport and near the Blue Line for easy city access. Enjoy a full kitchen, fast Wi‑Fi, king bed, and Smart TV for relaxing evenings. • Free driveway parking with notice • Private balcony seating • Dedicated workspace & fast Wi‑Fi • Hotel‑comfortable king bed + blackout curtains • Self‑check‑in + private entrance While there’s no in‑unit laundry, optional wash‑and‑fold service ($25/load) is available.

Guest favourite
Apartment in Waukegan
5 out of 5 average rating, 5 reviews

The Brick Flat – Lower

Welcome to this charming flat in the heart of Waukegan, offering comfort, space, and a convenient location. Set in a classic brick home, the flat features bright living areas, cozy bedrooms, & a equipped kitchen ideal for short or extended stays. Enjoy nearby Bowen Park & Victory Park for walks and outdoor time. Waukegan Harbor & Lake Michigan are just minutes away. Naval Station Great Lakes is approximately 15 min. away, making this a great choice for military visits, work trips, or getaways.

Guest favourite
Apartment in Kenosha
4.98 out of 5 average rating, 51 reviews

Blue Sky Landing

Enjoy a comfortable stay at this centrally-located studio.Walking distance to popular restaurants/ taverns, Downtown and Lake Michigan.Separate private entrance for all units. Kitchenette with microwave, airfryer and toaster plus fully stocked cabinets for everything you need to stay in and enjoy meals.Water cooler with hot/cold water and Keurig coffee maker with a selection of premium coffees and teas.Nice size bathroom with shower and jacuzzi bath. Salon quality Shampoo/Conditioner provided

Guest favourite
A spacious living area features a blue couch facing a large television mounted on the wall. A decorative rug complements a wooden dining table set for four, accented with plates and glassware. Natural light filters through large windows, enhancing the inviting layout.
Home in North Chicago
4.88 out of 5 average rating, 108 reviews

Spacious 2-br, 1 bath home w/AC near Naval Base

Welcome to our Airbnb, perfectly situated for your convenience. Located near the navy base, Six Flags Great America, and an hour drive to the bustling city of Chicago, our accommodations offer the ideal gateway to a multitude of attractions and activities. And when it’s time to rest, our comfortable accommodations awaits you. Whether you’re here for business or pleasure. At our Airbnb, we prioritize your comfort and convenience. Book now and let us be your gateway to an extraordinary stay.

Top Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 452 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Top Guest favourite
The living area features a velvet sofa adorned with colorful pillows, complemented by a matching armchair. A glass coffee table is centered on a patterned area rug, with a bookshelf displaying decorative items and books in the background.
Guesthouse in Lake Forest
4.94 out of 5 average rating, 139 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

Top Guest favourite
The modern kitchen features stainless steel appliances, including a refrigerator and stove. Light-colored cabinets provide ample storage, while a window allows natural light to brighten the space. A small table with chairs is positioned against the wall, enhancing functionality.
Home in Waukegan
4.94 out of 5 average rating, 156 reviews

The Indigo Cottage

This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

Guest favourite
A spacious living area is furnished with a dark sofa and light gray armchair. A round coffee table sits centrally, while a mounted flat-screen TV is positioned on the wall. Natural light filters in through a large window, enhancing the serene atmosphere.
Apartment in Libertyville
4.82 out of 5 average rating, 103 reviews

131 E. Park Ave - Unit 306

Keep it simple at this peaceful apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. There is a comfortable rollaway bed behind the couch that is perfect for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.

Guest favourite
A spacious kitchen is equipped with wooden cabinets and modern appliances, including a refrigerator and stove. A central island with seating for three is visible, alongside a dining table. Natural light enters through multiple windows, enhancing the warm tones of the room.
Home in Libertyville
5 out of 5 average rating, 20 reviews

Home w/ porch in DT Libertyville Near Naval Base

Charming 3 bedroom, 1.5 bath home. Five minute walk to downtown Libertyville which has many different shows and restaurants for people of all ages to explore. Close to everything. Home features One King Bed, 2 Queen Beds, and a full size pull out couch and 2 single rollaway beds. Home sleeps 10 comfortably. -Fully Equipped Kitchen -Free Unlimited High Speed Internet -Keurig Coffee Maker w/ K Cups -Crock Pot Slow Cooker -ROKU TVs -Parking for up to 4 Cars -Central AC -Washer & Dryer

Top Guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 186 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest favourite
Apartment in Waukegan
4.95 out of 5 average rating, 122 reviews

Amiable 1-Bedroom 2-beds - 1 Bath - Apartment

Step into comfort in this thoughtfully furnished 1-bedroom apartment in Waukegan, Illinois. Perfect for business travelers, visitors, or those in between moves — this unit hits the sweet spot of style, function, and value. The Space One bedroom with a full/queen bed plus an air mattress (for extra comfort or guest flexibility) Bright living area with seating, smart TV, and workspace Fully equipped kitchen (stove, refrigerator, microwave, basic cookware & utensils)

Guest favourite
Home in Waukegan
5 out of 5 average rating, 13 reviews

Relax & Play! 9 Minutes from Naval Base Station

✨ Charming 3-Bedroom Home Near Naval Base | Sleeps 8 Welcome to your perfect family getaway! Ideal for families or groups visiting the nearby Naval Base, located just 9 minutes away. Enjoy a dedicated game room with several fun activities, while the living room features a Nintendo Switch for relaxing game nights. With plenty of space to unwind, play, and create lasting memories, this home offers comfort and entertainment for everyone. 🐾 Pets welcome for $25/day.

Popular amenities for Green Oaks holiday rentals

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  4. Lake County
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