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Family-friendly vacation rentals in Grayslake

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Grayslake

  • Total vacation rentals

    Explore 20 vacation rentals in Grayslake

  • Nightly prices starting at

    Grayslake vacation rentals start at G$33,475 GYD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Grayslake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Grayslake rentals

  • 4.9 Average rating

    Grayslake stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Grayslake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.
Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

FamilyKitchenLayout

4.98 out of 5 average rating, 166 reviews
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

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Recently remodeled in 2021 magnolia home 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.

Indoor spacesFamilyLocation

4.98 out of 5 average rating, 276 reviews
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

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.

Indoor spacesFamilyHeating

4.81 out of 5 average rating, 124 reviews
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

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!

KitchenFamilyHiking

4.98 out of 5 average rating, 120 reviews
Guest favorite
A spacious living area showcases a comfortable gray sofa and armchair, paired with a round coffee table. A flat-screen TV is mounted on the wall opposite a large window, allowing natural light to fill the room. A mirror and décor piece enhance the space.
Apartment in Libertyville

131 East Park Ave. #308

Keep it simple at this peaceful and centrally-located 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. Pull out bed in living room good 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.

Indoor spacesKitchenAccuracy

4.88 out of 5 average rating, 146 reviews
Guest favorite
Home in Fox Lake

Spacious Lakefront Retreat | Sunset VIEW | Firepit

Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

Indoor spacesKitchenComfort

4.91 out of 5 average rating, 169 reviews
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

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!

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 211 reviews
Top guest favorite
A grassy area features multiple wooden lounge chairs facing the lake. A small fire pit is positioned in the center. Behind, a light-colored shed and a dock can be seen, with boats and kayaks stored nearby. A vibrant sky with colorful clouds adds to the scene.
Home in Fox Lake

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

FamilyIndoor spacesHiking

5.0 out of 5 average rating, 124 reviews
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

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.

FamilyIndoor spacesCheck-in

4.88 out of 5 average rating, 248 reviews
Top guest favorite
A wooden pier extends over the calm water, surrounded by lush greenery. The shoreline is visible, with houses dotting the distant landscape under a clear blue sky. The tranquil lake invites relaxation and outdoor activities.
Home in Lake Villa

Peaceful Lakefront/2 kings +/Near Navy/Family Time

A quiet, peaceful lake house retreat with room to relax on Sand Lake. Fishing, swimming, and kayaking. Relax on the pier as you watch the wildlife on the lake. Lovely sunsets. Many amenities to enjoy. Newly renovated throughout, with a new kitchen, bathrooms, flooring, beds, and furniture. Beautiful lake views from the family room, kitchen, dining room, and sunroom. CONTACT US FOR FLEXIBLE/EXTENDED Check-in and Check-out times.

FamilyKitchenLocation

4.99 out of 5 average rating, 110 reviews
Guest favorite
A spacious living area features modern furniture, including a leather sofa and armchairs arranged around a coffee table. A dining table with blue chairs is visible, complemented by large windows allowing natural light. The room has a warm and neutral color palette.
Loft in Libertyville

Historic Downtown Libertyville Loft

Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.

FamilyIndoor spacesWalkability

4.94 out of 5 average rating, 138 reviews
Superhost
The exterior of a single-story home is showcased with a spacious deck leading to a grassy yard. A large tree provides shade nearby, and the facade features clean white siding with several windows reflecting natural light.
Home in Round Lake Beach

Lake/Beach Getaway (Remodeled)

Have fun with the whole family at this stylish home. Everything has been recently renovated. This is directly across from a beach, which is perfect for winter and summer activities. We supply 2 kayaks, fishing poles (Bring your fishing boat)This place has 3 bedrooms, and a total of 5 beds. There is also a lot of dining and shopping, nearby. This is a hidden gem and brand new to AirBnb.

Indoor spacesKitchenAmenities

4.84 out of 5 average rating, 103 reviews

Popular amenities for Grayslake family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
Home in McHenry

River House with Deck and Hot Tub

Indoor spacesFamilyLaundry

4.92 out of 5 average rating, 295 reviews
Guest favorite
A patio area is shown, featuring a hot tub and a Blackstone grill, surrounded by four cushioned chairs. A dining table with four chairs is also present. Lush green trees provide shade, with a clear view of Lake Shangrila in the background.
Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

KitchenFamilyOutdoor spaces

4.87 out of 5 average rating, 128 reviews
Superhost
A tranquil evening scene showcases a hot tub on the deck, with two glasses positioned on the edge. The vibrant sunset casts warm colors over the lake, reflecting off the water where a pier extends into the distance. Soft grassy areas are visible in the foreground.
Home in Ingleside

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

FamilyKitchenAir conditioning

4.88 out of 5 average rating, 176 reviews
Top guest favorite
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

Master qtr close to nature & easy urban facilities

FamilyKitchenHot tub

4.95 out of 5 average rating, 509 reviews
Guest favorite
A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.
Chalet in Ingleside

"A" Frame Brandenburg Lake

KitchenIndoor spacesBreakfast

4.85 out of 5 average rating, 410 reviews
Guest favorite
Cottage in Antioch

#4 Adorable Lake Cottage-Cypress Resort & Marine

KitchenIndoor spacesPool

4.94 out of 5 average rating, 156 reviews
Guest favorite
The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.
Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

Indoor spacesFamilyQuiet

4.88 out of 5 average rating, 111 reviews
Guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Indoor spacesFamilyBathroom

4.94 out of 5 average rating, 896 reviews

Family- and pet-friendly home rentals

Guest favorite
Guest suite in Zion

Cozy Mother inlaw Suite. Private. Next to beach.

KitchenFamilyBiking

4.9 out of 5 average rating, 261 reviews
Superhost
The exterior of the lake house is visible, featuring a two-story design with a combination of light green siding and a dark roof. A spacious yard with autumn leaves leads down to the lake, showcasing a serene view of the water and trees.
Home in Ingleside

Lake house Monica Steps from the lake! 4BD 3bath

Indoor spacesFamilyLayout

4.82 out of 5 average rating, 114 reviews
Top guest favorite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond

TheGlassCabin@HackmatackRetreat

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 247 reviews
Guest favorite
The image presents a well-maintained yard leading to Fox Lake, with a clear view of the water. A pathway lined with flowers connects the house to the lakefront. The deck is visible, offering outdoor seating options, while the tranquil water reflects the sky above.
Home in Fox Lake

Enjoy Life Right on the Lake with Amazing Views

Indoor spacesFamilyAccuracy

4.97 out of 5 average rating, 147 reviews
Top guest favorite
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

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

FamilyKitchenNearby

4.89 out of 5 average rating, 135 reviews
Guest favorite
A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.
Cabin in Spring Grove

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

FamilyIndoor spacesTV

4.83 out of 5 average rating, 109 reviews
Superhost
A charming coffee shop features a welcoming front porch with wooden seating and flower pots. The exterior is clad in gray siding, with large windows allowing natural light to enter. A sign reading 'The Coffee Shop' highlights the establishment, with trees providing partial shade.
Home in Fox Lake

The coffee shop

FamilyIndoor spacesAir conditioning

4.85 out of 5 average rating, 104 reviews
Guest favorite
A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.
Home in Salem

Lago Amore - Channel house, pier, kayaks

Indoor spacesFamilySleep quality

4.95 out of 5 average rating, 104 reviews

Family-friendly home rentals with a pool

Superhost
An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.
Condo in Lake Geneva

LG Quaint Condo on Lakeshore Dr.

FamilyKitchenTV

4.89 out of 5 average rating, 132 reviews
Top guest favorite
A decorative wall sign displays the word 'WELCOME' prominently. Beneath it, a white vase filled with yellow flowers adds a touch of color, set against a soft green wall, creating a friendly and inviting ambiance.
Home in Lake Geneva

Home away from Home

FamilyIndoor spacesQuiet

4.93 out of 5 average rating, 174 reviews
Guest favorite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village

Just remodeled apartment close to airport and mall

FamilyIndoor spacesPool

4.92 out of 5 average rating, 127 reviews
Guest favorite
An open-concept living space is showcased, featuring modern kitchen appliances, a dining table with seating for six, and a comfortable sofa. Large windows allow natural light to fill the area, providing views of the outdoor landscape.
Condo in Evanston

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 122 reviews
Top guest favorite
An aerial view of a swimming pool surrounded by a spacious wooden deck. Six comfortable loungers are positioned around the pool, with additional seating areas visible. An umbrella-covered table is set for outdoor dining, harmonizing with the greenery in the yard.
Apartment in Logan Square

Fun & cozy getaway w/POOL/game room/FREE parking

Indoor spacesFamilyWifi

4.98 out of 5 average rating, 172 reviews
Guest favorite
Apartment in Downtown Chicago

5-Star Gold Coast Experience in a Luxe 2BR Retreat

KitchenFamilyLong stay

4.94 out of 5 average rating, 142 reviews
Top guest favorite
The charming Victorian home features a welcoming front porch adorned with hanging flower baskets and a large American flag. A brick pathway leads through manicured hedges and colorful flower beds, enhancing the inviting outdoor space surrounded by mature trees.
Home in Woodstock

Grand 1800s Victorian Gem: Updated/by Downtown

FamilyIndoor spacesCheckout

4.9 out of 5 average rating, 101 reviews
Superhost
A bright living area features large windows that offer city views, enhanced by natural light. Comfortable gray seating is arranged on a patterned rug, complemented by modern decor and greenery. A flat-screen TV is mounted on the wall, alongside a stylish coffee table.
Apartment in The Loop

Spectacular 2BR Penthouse in the Loop | Roof Deck

Indoor spacesFamilyAir conditioning

4.81 out of 5 average rating, 359 reviews

When is the best time to visit Grayslake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$61,720 GYDG$34,312 GYDG$37,451 GYDG$62,766 GYDG$53,351 GYDG$70,298 GYDG$46,656 GYDG$57,536 GYDG$57,536 GYDG$53,142 GYDG$67,997 GYDG$61,720 GYD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

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