Vacation rentals in Grayslake

4.8 out of 5 average rating, 105 reviews

A shaded gathering area is highlighted by wooden pergolas and several picnic tables beneath. A paved path leads to the space, flanked by decorative plants and tree plantings. Nearby, a brick wall adds texture to the setting, with blue skies and scattered clouds overhead.

Apartment in Grayslake

Historic home in quaint Grayslake, self check-in

Nestled in the heart of the historic village of Grayslake, this well-appointed flat, with brand new furnishings, linens, amenities, and a newly-renovated bathroom, is within easy walking distance to the restaurants, breweries, wine bars, coffee shops and the beautiful shoreline of Grayslake. Great Lakes Naval Base (11 miles), Six Flags, Fox lake, and other Chicagoland attractions are a short drive away. Multiple Metra lines to downtown Chicago and O'Hare are close. 10% Military family Discount.

A colorful array of flowers and greenery line the stone seawall along the lakefront. A paved pathway leads to a dining area with black metal chairs under a large umbrella, inviting relaxation by the water's edge.

5 out of 5 average rating, 29 reviews

Lake House Walk to Train-Chicago

Lake Front with stone seawall, fire pit and jacuzzi. Two fireplaces, one wood burning and one gas. Floor to ceiling windows showcasing sunsets over serene Grayslake. Two paddler boats for you to paddle to Jones Island beach and playground. A five-minute walk to downtown Grayslake which boasts 9+ restaurants, an outdoor fireplace, two wooded parks with paved paths. A five-minute walk from the house to the Metra train taking you to downtown Chicago, a 1 hour train ride. Minimum 3 nights.

4.98 out of 5 average rating, 222 reviews

A wooden-framed sign is displayed on a light-colored wall, featuring the text 'WELCOME TO B'S FARMHOUSE COTTAGE' in an inviting, hand-drawn style. The design conveys a friendly welcome to guests arriving at the property.

Home in Beach Park

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Enjoy a newly remodeled "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

A charming sidewalk scene features a row of quaint storefronts with colorful awnings and flower boxes. Benches are placed alongside trees, and a brick pathway leads past a trash receptacle. The inviting atmosphere reflects a friendly downtown setting.

4.98 out of 5 average rating, 87 reviews

Adorable 2-bedroom home near downtown Grayslake!

Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

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.

4.9 out of 5 average rating, 146 reviews

Home in Ingleside

Gorgeous Nautical 2/2 Lake House Chain O' Lakes

Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is an optional 5-6 person hot tub on the back deck for you to relax and unwind (See access and maintenance fee). Fully remodeled modern lake house

4.89 out of 5 average rating, 208 reviews

Large windows provide a panoramic view of the lake, allowing natural light to fill the room. A ceiling fan hangs above, and a door offers access to the outdoors. An area for seating is visible, complemented by a refreshing beverage on a nearby surface.

Home in Round Lake Beach

Corner Lakefront Property

This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

4.71 out of 5 average rating, 28 reviews

A well-lit living room features a plush seating area with reclining chairs, a modern circular coffee table, and a fireplace. A wall-mounted television is visible above the fireplace. A work desk is positioned near large windows that allow natural light to enter, with soft drapes partially covering them.

Townhouse in Grayslake

Cozy suburban home near the Windy City of Chicago.

Comfortable and beautiful townhouse in Grayslake. Fully equipped kitchen, 1.5 bathrooms, 2 bedrooms, a living room, and a laundry room. Check yourself in with the smart lock. Perfect for remote domestic work with a fast internet connection of 400 Mbps, plus a dedicated workspace. Free driveway parking on premises - 2 spaces. Six Flags Great America is 6.6 miles away, Great Lakes Naval Base is 13.9 miles away, Gurnee Mills Mall is 6.2 miles away, and Chicago is 49.1 miles away.

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!

4.87 out of 5 average rating, 211 reviews

A charming bungalow exterior presents a warm facade with well-maintained landscaping. Features include a welcoming front staircase with wrought iron railings, potted flowers under large windows, and a flag hanging from the porch. A lush green lawn surrounds the home, enhancing its inviting presence.

Bungalow in Mundelein

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

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Popular amenities for Grayslake vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Grayslake

5 out of 5 average rating, 8 reviews

Historic Grayslake

KevinRating, 5 stars1 month ago

Jeff is an amazing host. He took the time and made extra effort for our stay when we brought our family to Illinois for my son‘s Boot Camp graduation. The home is absolutely amazing. It has everything you need. The location is easy to find the landscape is beautiful. I highly recommend this home to anybody staying in the area. Jeff went above and beyond for us and stating contact with us the entire stay to ensure our stay was fantastic. We had family come in from out of town from a couple of different states. This home was perfect to accommodate all of our needs.

5 out of 5 average rating, 5 reviews

Moss Point House-Newly Renovated

AlissaRating, 5 stars1 day ago

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!

Apartment in Libertyville

The entrance to La Villa Lofts is highlighted by a modern awning displaying the name of the building. Two glass doors lead into the lobby, flanked by brick walls. A concrete pathway and landscaped planters create an inviting atmosphere.

5 out of 5 average rating, 17 reviews

Center of Downtown Libertyville | Sleeps 6

NathanRating, 5 stars1 day ago

Ben's place is our "Go To" spot in Libertyville. We lived in the town for 35 plus years, so his place is right downtown close to where we lived. The place is impeccably clean and nicely furnished. Nice restaurants close by and plenty of things to do and see in the downtown area. When we are going to stay in Libertyville, it is our first choice if available. No complaints and Ben is always quickly responsive if we have an issue, which have been few in past stays.

4.98 out of 5 average rating, 45 reviews

Secluded & private, game room, hot tub, Navy base

CraigRating, 5 stars2 weeks ago

Our family was there for Navy Boot Camp graduation and it was a perfect location for our sailor and family. The yard, hot tub and house were all great. Our dog enjoyed watching the wildlife in the backyard. It was secluded but yet close to everything we needed. We would highly recommend staying here! Barbara was great too.

4.95 out of 5 average rating, 182 reviews

A bright living area is displayed with large skylights allowing natural light to fill the space. Cozy seating options, including a green sofa and orange poufs, complement a wooden coffee table adorned with books. Views of a snowy river and surrounding trees create a serene backdrop.

Home in Richmond

TheGlassCabin @ HackmatackRetreat

JayRating, 5 stars1 day ago

What a beautiful rustic setting. So many wonderful Buddhist / mindfulness reminders to disconnect and slow down. We would love to come back to this getaway location again!

4.85 out of 5 average rating, 48 reviews

A gazebo is positioned near the water's edge, featuring a spacious dining table surrounded by several chairs. Lush green grass and scattered trees provide a natural backdrop, while the calming lakeview is visible in the distance. Paved stones create a clear path around the area.

Cabin in Spring Grove

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

RutheRating, 5 stars2 weeks ago

We were looking for a quiet place to retreat and this was exactly what we needed. The cabin was cute and comfy, the area felt safe and was super close to the water, and the view was amazing. We would totally recommend and love to come back and stay again! Everything we needed was right there!

5 out of 5 average rating, 12 reviews

Home in Gurnee

1/2 Acre Retreat: 100" TV, Open layout | Navy Base

MichelleRating, 5 stars1 week ago

The house was amazing we couldn’t have picked a better place to stay for my son’s Bootcamp graduation. Our guests really loved the house and how spacious it was. The master bathroom was breathtaking. All the beds in the house were comfortable and the bedrooms were big enough. The backyard was gorgeous the grass was beautifully green and the deck was perfect to sit outside in the morning drinking coffee. The location was perfect as well about 15mins from the base and 10mins or so driving distance to shopping and food.