Pet-friendly vacation rentals in Grayslake

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, friendly ducks, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🦆🪻🏡

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.

Our Sweet Retreat is waiting for you

Come spend the weekend with friends and family or celebrate the winter festivities. Lake Geneva has something for everyone. Our Sweet Retreat is close to three ski resorts, sledding for the kids, and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . After enjoying your day, come home a cozy up by our fireplace. Enjoy a glass of wine or games with friends and family, we have a quaint retreat to unwind and relax. We’re just waiting for you!

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Charming, Pet-Friendly Lake Retreat

Escape to our charming Lake Geneva retreat, perfect for up to 6 guests and their furry friends! With two cozy queen bedrooms, a sleeper sofa, and all the modern amenities you need, this home offers the perfect blend of relaxation and convenience. Unwind in the backyard around the outdoor firepit or explore the nearby attractions, just 5 minutes away—beaches, dining, and local bars await. Whether you're cruising Lake Geneva, zip-lining, or enjoying the outdoors, this retreat has it all!

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

River North's Rock N Roll

Decorated with rock n' roll memorabilia located above a trendy restaurant. This cozy apartment also features high ceilings and a carved canopy bed. Minutes to Mag Mile and the Loop! Free parking available. Only blocks from Michigan Avenue shopping district and blocks from downtown loop. CTA Brown line station across the street. River North Art Galleries, Great Dining, Millennium Park and all that Chicago has to offer only minutes away. Wrigley Field in 15 minutes.

Susie's Space. 2BR easy parking & pet friendly

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

1BR Apartment - Walk to Shops - Downtown OAK PARK

Your family will be close to everything when you stay at this centrally-located place. - 4 min drive to the train - 2 min drive to grocery stores & shopping - 20 min drive to Downtown Chicago Enjoy the historic neighborhood and see Frank Lloyd architecture nearby. ➢ Everything is sanitized/washed/cleaned after every guest ➢ Fast, Dedicated Wifi ➢ 2 Smart TVs (Living Room, Bedroom) ➢ Fully equipped + stocked kitchen / bathroom ➢ Pack 'n Play