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Vacation rentals in Grayslake

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Top-rated vacation rentals in Grayslake

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

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Superhost
A serene bedroom is highlighted by a spacious bed with a light-colored duvet, flanked by large windows adorned with soft curtains. A contemporary artwork piece with gold accents is displayed above the bed, while a cozy armchair is positioned nearby.
Apartment in Grayslake
4.81 out of 5 average rating, 117 reviews

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.

Top guest favorite
A spacious living area features large floor-to-ceiling windows, allowing natural light to illuminate the space. The view of Grayslake is visible through the windows, complemented by indoor plants and comfortable seating arrangements. A cozy rug lies on the wooden floor, enhancing the inviting atmosphere.
Home in Grayslake
4.96 out of 5 average rating, 48 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.

Top guest favorite
A welcoming living area features a comfortable gray couch and a green decorative bench. Light wood flooring extends throughout, with a black coffee table at the center. Large sliding glass doors provide access to the outdoor space, allowing natural light to fill the room.
Home in Beach Park
4.98 out of 5 average rating, 251 reviews

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.

Top guest favorite
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.
Home in Grayslake
4.98 out of 5 average rating, 100 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!

Top guest favorite
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.

Guest favorite
A modern kitchen area features a compact island with a sleek sink and metallic fixtures. A round dining table with black-and-white polka dot chairs sits against a light pink floral accent wall. Warm lighting enhances the inviting ambience of the space.
Apartment in West Town
4.83 out of 5 average rating, 382 reviews

*Entire City Apartment 1 block to Train Park Free

Perfectly private - large & comfortable with full kitchen. FREE & EASY street parking One block to (Green Line) train stop to United Center - Concerts, Bulls & Blackhawk games. Two stops to trendy West Loop Randolph bars, restaurants and shops. 10 minute ride downtown Chicago. Kitchen has cooking utensils & coffee, cream, sugar, spices. Shampoo/conditioner/towels/linens are provided. Free wifi. PLEASE NOTE No visitors No smokers no exceptions and agree per message to confirm reservation

Top guest favorite
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 favorite
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.

Superhost
A wooden deck offers a serene view of the lake, with a paddle board resting against the edge. A patio umbrella provides shade over the dining area, surrounded by lush greenery and a clear blue sky.
Cabin in Grayslake
4.86 out of 5 average rating, 42 reviews

Lakefront Home on Gages Lake, Canada

Welcome to our cozy 1000sqft lakefront home! Our charming 3-bedroom home is perfect for a relaxing getaway. Enjoy the stunning views of the lake from the comfort of your own private deck. The home is fully equipped with all the amenities you need for a comfortable stay. Take a dip in the lake, go fishing or stand-up paddle boarding right out the back door. Our home is located just a short walk away from local restaurants. Book your stay now and experience the beauty of lakefront living!

Top guest favorite
The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.
Apartment in Noble Square
4.97 out of 5 average rating, 582 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Top guest favorite
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 favorite
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
4.88 out of 5 average rating, 234 reviews

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.

Popular amenities for Grayslake places to stay

When is the best time to visit Grayslake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ588ﺩ.ﺇ521ﺩ.ﺇ525ﺩ.ﺇ577ﺩ.ﺇ602ﺩ.ﺇ701ﺩ.ﺇ595ﺩ.ﺇ687ﺩ.ﺇ632ﺩ.ﺇ731ﺩ.ﺇ1,080ﺩ.ﺇ951
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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Grayslake?

    Yes! Work meets play with ease at over 10 house rentals in Grayslake featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Grayslake?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Grayslake?

    Grayslake has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Grayslake have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Grayslake. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Grayslake?

    Four-legged friends are welcome in Grayslake. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Grayslake have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Grayslake. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Grayslake

  • Total vacation rentals

    Explore 30 vacation rentals in Grayslake

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Grayslake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Grayslake rentals

  • 4.8 Average rating

    Grayslake stays are highly rated by guests—averaging 4.8 out of 5!

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