
Pet-friendly holiday rentals in Grayslake
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Grayslake

Total holiday rentals
Explore 10 holiday rentals in Grayslake

Nightly prices starting at
Grayslake holiday rentals start at $143 AUD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Grayslake holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grayslake rentals

4.8 Average rating
Grayslake stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Grayslake
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Curated Loft Retreat in The Heart Of Woodstock
Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.
PetsWalkabilityLocation

#4: Cute 2 bedroom cottage on the beach!
Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!
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Moss Point House-Navy Families Welcomed!
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.
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Lakefront, beautiful views, spacious and private.
With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.
WalkabilityOutdoor spacesComfort

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!
Outdoor spacesPetsDecor

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!
PetsWalkabilityAccuracy

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !
PetsWalkabilityTV

Minutes from naval base casino and six flags
Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.
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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.
PetsOutdoor spacesGetting around

Cozy mother inlaw suite. Private. Next to beach.
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.
Outdoor spacesWalkabilityCheck-in

Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.
Outdoor spacesPetsBeach

"A" Frame Brandenburg Lake
Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.
Outdoor spacesPetsIndoor spaces
Popular amenities for Grayslake pet-friendly home rentals
Pet-friendly house rentals

Luxury Executive Retreat | Gym & Dual Office
CleanlinessHospitalityAccuracy

Cozy 2-Bedroom Cottage Near Downtown Highland Park
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Relaxing Lakefront Stay w/ Deck and great views
WalkabilityPetsIndoor spaces

2-Car Garage Access | Cal King Bed | Fenced Yard
WalkabilityOutdoor spacesHospitality

Modern Retreat near Ravinia & Botanic Gardens
PetsOutdoor spacesParking

Yellow House Getaway | 4 Queen Bed 2 Bath
QuietHospitalityFamily

4Bd 3.5ba Cozy New Construction! Close to lake!
PetsWalkabilityParks

6th Ave Harborside
Outdoor spacesWalkabilityQuiet
Pet-friendly home rentals with a pool

Fabulous Cabin
Outdoor spacesPetsAmenities

FUN-tana All Year Round Abbey Springs Fontana WI
Outdoor spacesPetsBeach

Stunning 3BR Penthouse in the Loop | Roof Deck
WalkabilityOutdoor spacesBarbecue

Getaway w/ POOL near Lake Geneva/Country Thunder
Outdoor spacesWalkabilityBathroom

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
WalkabilityOutdoor spacesFamily

Luxury Log Cabin retreat home
PetsWalkabilityCleanliness

Paradise with Pool & Games
PetsComfortQuiet

Hot tub. Heated Pool. In town location.
PetsOutdoor spacesCheck-in
Private, pet-friendly home rentals

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK
WalkabilityPetsSleep quality

J&J Vacay “Your Navy Graduation Destination”
WalkabilityValueTV

Cozy W fireplace Near DT Libertyville & Naval Base
WalkabilityDecorComfort

Nippersink Lakehouse-Private Pier & Pet friendly!
Outdoor spacesPetsHospitality

The coffee shop
Outdoor spacesWalkabilityView

Kildahl House - Boutique Farmhouse Suite #1
PetsWalkabilityKitchen

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

1900 Historic Farm house attached apartment
PetsWalkabilityWi-Fi
Destinations to explore
- Chicago Holiday rentals
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- Milwaukee Holiday rentals
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- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Alpine Valley Resort
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort





