Vacation rentals in Green Oaks

Apartment in Libertyville

4.91 out of 5 average rating, 68 reviews

528 Bungaloo 1 | 1 Bedroom | 1 Bath | Sleeps 2-4

Bungalow in North Chicago

An outdoor deck area features a large table surrounded by six chairs, all positioned on a patterned outdoor rug. A patio umbrella is centered above the table, and a wooden railing encloses the space, providing a view of the nearby fenced yard.

4.92 out of 5 average rating, 108 reviews

Cozy gated home | Minutes away from Navy bases.

This home is the most convenient and closest home for families visiting for the Navy’s bootcamp graduations. Relax with the whole family at this peaceful gated bungalow. Located within walking distance (1 Mile) to Recruit training command (RTC) and Naval Station Training Command (NSTC) 1.7 miles. This home is perfect for visiting to see your graduating Sailors or if you are visiting Six Flags Great America, Gurnee Mills outlet mall. There are plenty of brewers, restaurants, beaches and parks.

4.89 out of 5 average rating, 200 reviews

The sleeping area features a white iron bed frame with layered bedding, including decorative pillows. A wall-mounted TV is visible above a wooden dresser, and natural light enters through multiple windows with wooden blinds. A cozy seating area is provided by a basket and chair beside the door.

Guest suite in Zion

Non-smoking, attached mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

Guest suite in Riverwoods

The spacious master bathroom features a two-person jacuzzi tub and a separate walk-in shower. Natural light is provided by large windows, enhancing the warm wood cabinetry and neutral stone surfaces. Fluffy towels are neatly arranged alongside personal care items on the countertop.

4.96 out of 5 average rating, 400 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.

4.99 out of 5 average rating, 659 reviews

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Guesthouse in Lake Forest

An inviting entrance archway greets visitors, adorned with decorative lanterns and greenery. A brick path leads through a serene courtyard lined with plants and outdoor seating. Historic buildings frame the pathway, creating a peaceful ambiance in the heart of Market Square.

4.94 out of 5 average rating, 126 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.

4.92 out of 5 average rating, 124 reviews

A cozy bedroom features a clean, minimalistic design with a spacious bed dressed in crisp white linens. A decorative pillow with a sun motif adds a pop of color. An integrated bedside shelf holds a sleek clock and phone charger, blending functionality with modern aesthetics.

Home in Waukegan

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!

Apartment in Libertyville

An onsite laundry room is equipped with two washing machines and two dryers, featuring a clean and functional layout. Bright overhead lights illuminate the space, and a door leads to the exterior. A folding area is available on the right, enhancing convenience.

4.82 out of 5 average rating, 87 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.

4.82 out of 5 average rating, 134 reviews

A modern bar table is set against large windows, allowing natural light to illuminate the space. Four wooden stools are positioned neatly around the table, which is adorned with a small potted plant. A light-colored woven table runner softly complements the decor.

Apartment in Waukegan

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

4.97 out of 5 average rating, 32 reviews

A modern coffee maker is positioned on a light-colored countertop, accompanied by a white mug ready for use. To the side, a clear jar holds sugar packets, while a rotating holder displays various coffee pods, offering a selection for different tastes.

Home in Mundelein

Beautiful 3 bdrm home, 20 min to Naval Base

Relax with the whole family at this peaceful place to stay. Quick 20min drive to Great Lakes Naval Base and 25mins to Great Wolf Lodge! This beautiful home is perfect for couples & families coming to Lake County to visit family or attend graduation from Great Lakes Naval Base. The renovated kitchen is well appointed, & in-unit laundry makes you feel right at home! All rooms have pillowy soft memory foam mattresses. You'll have access to the full home through a smartlock code.

4.99 out of 5 average rating, 150 reviews

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

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!

Guesthouse in Lake Forest

A kitchen area is presented with a light, neutral backdrop. A framed landscape painting adorns the wall above a floating shelf, displaying pink plates and a white mug. Small potted plants add a touch of greenery beside a modern water dispenser and a sleek black faucet.

4.79 out of 5 average rating, 109 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

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Other great vacation rentals in Green Oaks

Private room in Crystal Lake

A wooden deck is showcased, featuring a pergola overhead supported by wooden beams. A charcoal grill is positioned near the back railing, and a set of wooden chairs is arranged along the edge. Lush greenery surrounds the area, adding a sense of privacy.

4.89 out of 5 average rating, 155 reviews

Master Bedroom w/Bathroom - safe and cozy

ReneRating, 5 stars1 week ago

This was my third stay - it’s an awesome place and I felt right at home. Highly recommend!

Private room in Highland Park

A cozy twin bed is dressed in a light quilt, complemented by decorative pillows. A nightstand with a lamp and floral arrangement adds warmth to the space, alongside a decorative box. Soft, neutral tones create a calming atmosphere.

4.89 out of 5 average rating, 213 reviews

Perfect for Individual Travelers #1

RuthRating, 5 stars1 month ago

Simple cozy bedroom for cheaper than a hotel. Just what I needed. Definitely will stay here again if I’m in the area. Nina was super accommodating and I felt right at home.

Home in Grayslake

5 out of 5 average rating, 5 reviews

Moss Point House-Newly Renovated

AlissaRating, 5 starstoday

The house was decorated extremely well and was spotless. Kelly left us a thank you note and a jar of honey, that was a very nice touch. If we need a place to stay in the Grayslake area in the future, we will definitely be booking at this location again. Thanks Kelly!

4.93 out of 5 average rating, 165 reviews

A tidy hallway is presented with neutral grey walls and white tiled flooring. A shower curtain is partially visible, while a decorative wall-mounted coat rack holds space for items. A wicker storage rack stands in one corner, accompanied by a laundry basket, enhancing utility.

Private room in Cary

Casa de Cary 1 (private driveway/entrance/wifi)

BrianRating, 5 stars4 months ago

What a wonderful place to stay. Everything was fantastic, the bed the TV and cozy warm room. They went out of their way to make sure my entrance and driveway was snow free. would love to stay again soon.

Private room in Mount Prospect

A private bathroom is visible, featuring light blue walls and beige tiled flooring. A white toilet is positioned next to a small potted plant. A sink with a countertop is shown, accompanied by a large mirror illuminated by bright lights above. A shower area is enclosed with beige tiles.

4.89 out of 5 average rating, 114 reviews

S2 Private studio in the house. 15min to O'Hare

MitchRating, 5 stars2 weeks ago

Enjoyed our short stay near ORD. Lots of options nearby as well, such as a park, CVS, and restaurants. Room was spacious, clean and comfortable. Thanks!

4.91 out of 5 average rating, 104 reviews

An aerial view showcases the winding Lakeshore Drive alongside Lake Michigan. Lush greenery lines the waterfront path, with boats gently cruising on the water. The Chicago skyline rises in the background, characterized by various distinctive buildings against a clear blue sky.

Private room in Evanston

Room Mins to Downtown Chicago & Northwestern!

NataliaRating, 5 stars1 week ago

Musa was very friendly and helpful the entire time we stayed at his place. The house is big, neat and located in a nice and calm neighbourhood, ideal if you want to rest after a day in downtown. Good shops nearby so I recommend go for a walk around the beautiful Evanston.

Guest suite in Libertyville

A mint green popcorn maker stands on the countertop next to a jar of popcorn kernels. Soft, textured kitchen towels are neatly arranged nearby. The stainless steel gas stove features a sleek surface, complemented by a light-colored backsplash that adds a modern touch to the kitchen.

4.92 out of 5 average rating, 36 reviews

Woodland Guest Suite-Vintage Libertyville Chicago

JeremyRating, 5 stars3 months ago

Emma and her Husband were lovely hosts. This private carriage house is gorgeous. The clawfoot tub and walk-in shower stole my heart. Such a hidden gem!