
Places to stay near Bengtson's Pumpkin Farm and Fall Fest
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Bengtson's Pumpkin Farm and Fall Fest
Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious Historic Home in Downtown Plainfield
This stylish home is half a block from all the downtown restaurants, coffee shops, bakery, and a park/splash pad for kids and pet lovers. The home offers more than enough space with 3 bedrooms and 3 separate sitting rooms along with a dining room. The master bedroom even has it's own dressing room and coffee bar to make for some private morning coffee time. There are plenty of places to take walks near by. There is also an escape room venue and awe throwing at the end of the block. Enjoy!

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

Burr Oak
Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! *Note: Pricing is based on "Double Occupancy". Extra charges per person apply after 2 guests. Can accommodate up to 6 guests. Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"!

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Bright Lockport Farmhouse: King Bed + Yard View
Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

Private Guest Suite 2 Cozy Rooms
Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Less is more! Pet friendly Tiny Home near Chicago!
Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Bright & Lofty Bucktown 1br
My top-floor apartment in Bucktown is the perfect space for your trip to Chicago! It's a stylish, modern rehab in a classic Chicago building, so you really see the best of what the city has to offer! It's just off beautiful Holstein Park, and easy walking distance to 2 Blue Line stops - so you can get to the Loop in under a half hour! And plenty of Logan Square favorites along Milwaukee are a 15 minute walk away - book today!

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Quiet cul-de-sac with huge fenced in backyard
3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.
Popular amenities for vacation rentals near Bengtson's Pumpkin Farm and Fall Fest
Other top sights near Bengtson's Pumpkin Farm and Fall Fest
Condo rentals with wifi

Lovely top floor 2BR/2BA, steps from everything!

Modern Izakaya Studio in Wicker Park

Picture Perfect 3Bed Steps from Train and FLW

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Logan Square Beauty with 2 Bedrooms W/parking

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach

Updated Designer Duplex In Fulton Market W/parking

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Family-friendly house rentals

Private bedroom B in a Chicago suburb

Games, Grounds, Goodness in DG

The Blue Room

Room within a Cozy Cottage

Cozy, Clean, 1 Bedroom w/ Kitchen & Prking, for 4

Private Spacious Room in a shared house.

Homer Glen 5 bedroom home/ Close to Chicago

Stylish Lockport Home | King Bed + Coffee Bar
Apartment rentals with air conditioning

Bright & Spacious Victorian-FREE PKG walk to train

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

Cozy Beauty Sleeps 5 - 10 Min to Downtown PacMan

Cozy & Comfy 1bd In Historic Portage Park Bungalow

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Cozy guest studio, great for couples!

Home in Forest Park Upstairs.

Private apartment with retro vibe
Other great vacation rentals near Bengtson's Pumpkin Farm and Fall Fest

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Home Sweet Home

Beautiful home in Orland hills!

Pet friendly private studio apartment in a home

Charming Garden Apartment

Stylish Studio Getaway – Close to University

Luxurious townhome 30 days lease open for1-2 weeks

Cabin 207 at 747 Lofts
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The 606
- Raging Waves Waterpark
- Olympia Fields Country Club
- Villa Olivia
- Chicago Cultural Center




