Pet-friendly vacation rentals in Montgomery

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

*The Belltower Haven*Large*Family Friendly*Wi-Fi

Our remodeled spacious apartment is located on Plainfield Road, minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Train Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball and St. Joe's Hospital, New Lenox Sports Complex Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes from Chicago 3 br (3 Queens beds 1 queen sleeper sofa, queen air mattress), 1 full bath

Vintner's Attic- downtown Geneva!

Welcome to our Quaint, Freshly Updated, approx 600 sq ft., 2nd Floor unit in Historic downtown Geneva. This is the perfect place to come back to after a day of activities. The apartment offers a shared front screened porch and backyard, 4 blocks from Geneva Train Station to Chicago and steps from the bars, restaurants, and shops on both 3rd St and Rt 38. Bring a bicycle or walk to the River Bike Path that takes you into St. Charles or Batavia. Wifi and Cable included. Amazing Location!!!

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!

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Bliss in Batavia near the Fox River

Beautifully renovated house with and open floor plan, gourmet fully stocked kitchen, 4 bedrooms, 2.5 bathrooms and smart tv's in all the bedrooms and quick reliable wifi for all to enjoy. Home has large lot with amazing deck and 4 season room that also doubles as a separate work space as well as a smaller second workspace as . House also has a fully finished basement with 2 of the bedrooms, a full bathroom and a large theater room with a sectional sleeper sofa if more space is needed.

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, 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. 😊🪻🏡

Spacious 4BR Modern Home—Walk to Downtown Geneva!

Spacious 4BR/3BA modern home (2,082 sq ft) in Geneva—ideal for families, groups, and pets! Main-floor king suite perfect for mobility needs. Enjoy smart TVs in every bedroom, NEW dual zone HVAC Aug 2025, fast Wi-Fi, dedicated workspace, full kitchen with granite counters, washer/dryer, kid gear, and game options. Relax in the fenced backyard with fire pit and ample seating. Free driveway & street parking. Walk to downtown shops, Fox River Trail, wine bars, and more!

Naperville/Aurora | Fenced Yard!

Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean place in a safe neighborhood on the Naperville/Aurora border. There is plenty of space for 9 people to sleep comfortably (5 beds & a couple comfy couches), as well as 3 smart TVs, a gas grill & large, private, fully-fenced yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & many restaurants, stores, parks, & other places of need!

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.