Holiday rentals in Grayslake

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Top-rated holiday 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.
Flat in Grayslake
4.81 out of 5 average rating, 116 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 favourite
A vibrant bathroom features tropical-inspired wallpaper adorned with flamingos, complemented by black tiled walls. A bathtub and shower combination is visible, while a round mirror above the sink reflects soft lighting. Towels in shades of pink and teal are neatly arranged.
Home in Grayslake
5 out of 5 average rating, 16 reviews

Moss Point House-Newly Renovated

This unique house has a style all its own. Designed with cheeky fun but ensuring cozy comfort. We want you to relax into this beautifully renovated house. Whether you are a family in town for an event, a traveling professional, or on a friends getaway, this place is for you! We are centrally located. Near the interstate, Great Lakes Navel Academy, Gurnee Mills, Six Flags, College of Lake County, Abbott Labs, Baxter, 3 hospitals, 2 wedding venues, walk to the beach, explore the local town.

Guest favourite
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
4.95 out of 5 average rating, 44 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 favourite
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, 93 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!

Superhost
The kitchen features dark wood cabinetry with a distinctive patterned backsplash. A stainless steel sink is positioned next to a coffee maker, while a gas stove with an oven is available for cooking. Light-colored countertops provide a spacious workspace.
Flat in Mundelein
4.71 out of 5 average rating, 58 reviews

Lovely apartment above art studio. Walk to shops.

Enjoy a Cozy, warm place with lots of character! Centrally-located! Walk to Starbucks and eateries. Two story apartment with two entries. Sit on the front deck and enjoy a coffee. Get a pastry 2 doors down or across the street at Dunkin. Great restaurant 300 feet away. Many nice amenities including on site parking, two full bathrooms, large second floor bedroom for privacy. 23 minutes from Great Lakes Naval Base, 38 minutes to downtown Chicago, 22 minutes to Six Flags. Walk to commuter train.

Top guest favourite
Guest suite in Zion
4.9 out of 5 average rating, 230 reviews

Nonsmoking, no cleaning fees, 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 8PM.

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, 432 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.

Guest favourite
A comfortable living area is designed with a gray sofa and a black coffee table, complemented by a dining table. A work desk is positioned near large windows, allowing natural light. A ceiling fan is visible, and a flat-screen TV is mounted on the wall.
Flat in Libertyville
5 out of 5 average rating, 24 reviews

305

Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Top guest favourite
A spacious indoor heated pool is seen, with clear blue water and steps leading in. Two lounge chairs are positioned nearby, and large glass doors provide a view of the outdoor area. Soft lighting enhances the calming environment.
Home in Grayslake
4.99 out of 5 average rating, 70 reviews

Family-sized Indoor Heated Pool & Movie Theater!

**HUGE INDOOR HEATED POOL**THEATER**SLEEPS UP TO 18 MAX** Set on a private and quiet property, this home boasts a 24/7/365 huge heated indoor in-ground pool attached to the house that is yours to use exclusively throughout your stay! The house has a private movie theater and fully stocked gourmet kitchen! Our occupancy is 18 max visiting or staying. Bring your well-behaved, house-trained dog to join you for no additional fee! **30 day rental available** You will not be disappointed!

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, 170 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
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, 228 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.

Guest favourite
A modern living area is captured, featuring a large sectional sofa arranged around a circular coffee table. A textured area rug covers the floor, and natural light fills the space from the multiple windows. A ceiling fan and a wall-mounted television add functionality, while decorative elements enhance the cozy ambiance.
Flat in Grayslake
4.95 out of 5 average rating, 75 reviews

Apartment in Downtown Grayslake

Welcome to downtown Grayslake! Enjoy your stay in our quaint one-bedroom apartment overlooking Center Street. Nestled above our lifestyle boutique, 27 Houses, you can enjoy everything our adorable town has to offer. Grayslake is practically straight out of a Hallmark movie, and you'll be right in the center of everything. With a cozy floorpan, enjoy a cup of coffee, listen to some vinyl, or get right to work at our dedicated workspace. We're excited to welcome you!

Popular amenities for Grayslake holiday rentals

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Quick stats about holiday rentals in Grayslake

  • Total holiday rentals

    Explore 30 holiday rentals in Grayslake

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Grayslake holiday rentals include wifi 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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