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Popular cottages
Explore all of our cottages in Highland Park. See All ›
Skies Fall Studios
Serving the Highland Park, IL area35 guests
Skies Fall Studios. Custom built classic coastal architectural details throughout. Peakaboo seasonal Lake Michigan views. Chef's Kitchen with Viking and Subzero appliances. Large Dining Room with seating for 12+. Fireplace. Piano. 2 large living spaces each with a TV for recreation, meetings, and relaxing. Large rustic brick and
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From
$100
/hr
5 hr min
MM&E Banquets & Events
Serving the Highland Park, IL area180 guests
MM&E Banquets & Events. Our Lower Level is spacious, with a full kitchen, two bathrooms, and two accesses to the upstairs. The floor is concrete and the walls are concrete block giving the room a solid rustic appeal. This room is great for Wedding Ceremonies, Receptions, Dinners, Private parties, Baby
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From
$150
/hr
4 hr min
Charming Ranch-style Cottage
Moraine Township, Highland Park, IL10 guests
You will have complete private access to the front of the house which includes the living room, dining room, two bedrooms, a bathroom, and kitchenette.
Spacious bedrooms with a comfortable queen size beds. Both bedrooms have a work area with desk and office chair, and closets.
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From
$74
/hr
4 hr min
1920s Colorful Tudor
Highland Park, IL5.0 (2)
75 guests
Interior designer (a real designer, not some DIY Instagram star) owned home full of color and character.
This is a cozy family home that sparkles with personality! Best suited for film productions, this is not the kind of space that would accommodate large meetings or events.
This
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From
$200
/hr
6 hr min
Secluded Mansion in Riverwoods
4 miles from Highland Park, IL5.0 (3)
30 guests
Unique Mansion in a secluded area of Riverwoods. Our property is suitable for movie sets and photo shoots. The house has more than 6000 sqft available space including a pool house and a lounge style basement complete with a bar, pool table and game area. We
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From
$300
/hr
3 hr min
Charming English Cottage
Serving the Highland Park, IL area5.0 (9)
40 guests
This 100 year old English Cottage offers an open floor plan that can accommodate large crews. The cottage is newly renovated but filled with loads of charm and has been featured in multiple national magazines/commercials.
It's in walking distance to the beach, Northwestern University, Central Street shops/restaurants,
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From
$250
/hr
4 hr min
Chicago NW Burbs Craftsman Bungalow
Serving the Highland Park, IL area28 guests
Welcome to a charming 1920s bungalow in the heart of the sought after REC PARK neighborhood, where vintage character meets modern comforts. This centrally located gem offers four bedrooms and three bathrooms, including a partially finished basement that’s perfect for recreation and relaxation. The basement features
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From
$100
/hr
4 hr min
Luxe-Garden Studio
Serving the Highland Park, IL area4.8 (19)
10 guests
Creating an atmosphere that is both sophisticated and inviting, this GARDEN STUDIO provides a sense of spaciousness, making it an ideal retreat for solo travelers, couples seeking a cozy getaway, or parents with small children.
One of the highlights this GARDEN UNIT is the heated
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From
$40
/hr
2 hr min
Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Serving the Highland Park, IL area5.0 (6)
30 guests
20 mins from popping downtown Chicago and tucked within one of the Northside’s finest tree line streets—The Haus of Love:
A modern wood burning fireplace, new hardwood floors, and a bright airy space greets you in this newly renovated Kosher inspired design
Spacious Eat In Kitchen w/ double
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From
$100
/hr
4 hr min
A Chic Chicago Suburban Retreat
Serving the Highland Park, IL area5.0 (2)
15 guests
Discover the ultimate creative haven in the heart of the Chicago suburbs. Our beautiful home boasts a spacious upper floor with an open floor plan designed to inspire and elevate your next photoshoot, video production, or meeting space.
You'll be delighted by the natural light that floods
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From
$79
/hr
4 hr min
Quaint 1930’s Tudor on Tree Lined Street Near Express
Serving the Highland Park, IL area5.0 (20)
30 guests
Quaint, spacious tudor in the idyllic Edgebrook neighborhood. Walk in through the arched doorway and sit for a spell at the banquette in the adorable teal kitchen. This home is steps away from a forest preserve on a street with a classic Chicago neighborhood feel. The
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From
$85
/hr
4 hr min
Single Family Home With an Updated Farmhouse/ Modern Kitchen With Great Light
Serving the Highland Park, IL area5.0 (21)
12 guests
This is a single family home with a beautifully updated kitchen that boasts wonderful natural light. Additionally, there is a prep kitchen located in the basement. The kitchen has recently been updated with a lovely blue color scheme and features open wooden shelves as well as
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From
$150
/hr
6 hr min
Country farm house in the suburbs with a creek and bridge!
Serving the Highland Park, IL area5.0 (13)
40 guests
Space is perfect for small gatherings and photoshoots! The yard is large and has dynamic settings: evergreen swing hammock area, bridge to garden area and chickens, creek around the perimeter of the property, large willow trees, etc.
Open kitchen with island and peninsula
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From
$125
/hr
1 hr min
Cozy and Eclectic Home -- Northwest Side of Chicago
Serving the Highland Park, IL area5.0 (35)
20 guests
We live in a cozy, brick Georgian in a quiet Chicago neighborhood bordering Oak Park and Elmwood Park. Our home is small but full of life, light and color. Our kitchen is bright and white and opens up to our dining room. Our family room has
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From
$120
/hr
4 hr min
Roff Home: Award-Winning Historic 1868 Victorian Italianate Home + Grounds
Serving the Highland Park, IL area5.0 (20)
40 guests
This home is located in Watseka, IL. The business office for the home is located in Chicago, IL.
This 1868 Victorian Italianate home is a 2020 winner for historic preservation from the Richard Driehaus Foundation and Landmarks Illinois.
The home was built in 1868 and has undergone a
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From
$99
/hr
4 hr min
Bright and Sophisticated Worker's Cottage in Chicago
Serving the Highland Park, IL area5.0 (3)
20 guests
Book our home conveniently located in the Logan Square neighborhood of Chicago. Our space is bright, modern with an open floor plan on the first floor, three bedrooms on the second floor, an ancillary room attached to the garage and a spacious backyard.
It's perfect for
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From
$100
/hr
4 hr min
Vintage Funky Farmhouse, Barn & Garden
Serving the Highland Park, IL area5.0 (16)
20 guests
Do you need a genuine farmhouse vibe for your shoot, but don't want to drive out to the country? Our 1865 farmhouse with barn and large gardens, combines the best of genuine farmhouse charm with modern style. We have had multiple photo shoots and commercials filmed
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From
$175
/hr
3 hr min
Gorgeous Historic Workers Cottage
Serving the Highland Park, IL area20 guests
Classic and professionally designed Chicago Workers Cottage on landmarked block in historic Ukrainian Village! Gorgeous single family home with impeccable interior, outdoor space, and landscaping. Zen and extremely on trend decor, this house has it all:
Open concept layout
Brand new family
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From
$250
/hr
4 hr min
Artsy Urban Historic House
Serving the Highland Park, IL area4.7 (3)
20 guests
This lovingly curated space has uniquely painted rooms with blue/teal themes, lots of art, hardwood flooring throughout, and more plants than you can shake a stick at. The space works well for filming, photography, or hosting parties. There are two adjacent/open living rooms, one of
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From
$90
/hr
2 hr min
Charming Urban Art Cottage Close to the United Center
Serving the Highland Park, IL area50 guests
This charming, brick, single family cottage home is in a quaint neighborhood minutes from the United Center and Downtown Chicago. Owned by an artist and interior designer, this fully furnished home is meticulously and beautifully decorated with contemporary original art, eclectic vintage furniture, fun finishes and
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From
$175
/hr
2 hr min
Sunny Praire Bungalow with beautiful garden
Serving the Highland Park, IL area40 guests
This cozy prairie bungalow was built in 1917. First floor is approximately 900 square feet with open floor plan, large kitchen with couch and island. Living room and dining room are connected with a bedroom on first floor. Second floor available with two bedrooms and a
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From
$120
/hr
6 hr min
Penthouse
Serving the Highland Park, IL area5.0 (5)
12 guests
360 Degree Views: The panoramic views of the city from the unit offer a breathtaking backdrop for any production. With no obstructions to the view, filmmakers and photographers can capture stunning shots of the city skyline, both day and night.
Expansive Balcony: The wrap around balcony that
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From
$200
/hr
3 hr min
The Artful Abode
Serving the Highland Park, IL area10 guests
The Artful Abode – A Mid Century Modern Creative Space
Welcome to The Artful Abode, a stylish retreat perfect for photo/video shoots, small gatherings, and creative work. This thoughtfully designed two bedroom space blends mid century modern charm with contemporary finishes, featuring chrome, glass, natural wood, and
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From
$75
/hr
4 hr min
Modern Production Home in Pilsen w/ Parking
Serving the Highland Park, IL area5.0 (18)
10 guests
A open and airy, modern cottage with two story entryway and designer kitchen perfect for a product photo shoot, lifestyle photo or video shoot, team meeting space, record a podcast, and more. Rental is just for the space. Lighting and video equipment not
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From
$150
/hr
5 hr min
Unique Event Home with dreamy yard
Serving the Highland Park, IL area30 guests
Easy access Berwyn home. Rooms are very separated so would be good for a multi room event. Babyshowers, and outdoor events would be great. Able to close doors in the upstairs area if a babysitter wanted to stay in the upstairs area with children. One
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From
$250
/hr
2 hr min
Historic 1893 home in Berwyn, 3000 sq ft., authentic Victorian, Edwardian, MCM, Vintage design
Serving the Highland Park, IL area5.0 (1)
24 guests
individually designed, including: late 19th century parlor, foyer and bedroom; vintage Paris theme bedroom; early to mid 20th century dining room; cottage core bedroom; marsh/duck themed bedroom; and a "pink room".
The Parlor room features some pieces original to the house. There are old photos of the
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From
$100
/hr
2 hr min
CasaNova Modern City Living
Serving the Highland Park, IL area5.0 (3)
15 guests
Sprawling 4 bedroom, 2.5 bath 4 Story house nestled on private cul de sac in a residential area. Chicago's North Kenwood/Bronzeville neighborhood walking distance to the lakefront and 10 min drive to just about anywhere in city's loop. Features open floor plan with hardwood floors, fireplace
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From
$350
/hr
3 hr min
Suburban Modern Historic home
Serving the Highland Park, IL area5.0 (8)
50 guests
We have amazing natural light. Back of home faves west and kitchen faves south. We have a newly built 17x35 ft pool with a lot of hard scape. My home has been featured on numerous websites. I have a very spacious bright white kitchen, a very
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From
$600
/hr
4 hr min
AMAZING Ojibwa Lodge Log Home perfect for holiday shoots also has an HGTV backyard!
Serving the Highland Park, IL area5.0 (1)
20 guests
This space is truly amazing log home built by Montana Log Homes 5000 square feet equipped with wine cellar, bar, pool table, shuffleboard, 4 bedrooms, 16' canoe, outdoor fireplace, fire it, small pond and hot tub this place is perfect for a movie
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From
$250
/hr
4 hr min
Pond House
Serving the Highland Park, IL area20 guests
The Pond House is 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
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From
$150
/hr
4 hr min
Boutique Garden House in Chicago
Serving the Highland Park, IL area4.9 (18)
15 guests
***THE GARDEN HOUSE***
The designs and inspirations from different styles (Vintage, mid century, modern) incorporated into one place speaks to the fact that God has made us individually unique. As a people, we are wonderfully made with differences and when we come together as a community we
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From
$80
/hr
2 hr min
3.5 acre Property with a Pond in the Backyard
Serving the Highland Park, IL area5.0 (5)
50 guests
Book our home conveniently located 7 minutes north of Route 88 in West Chicago, IL. Parking for 30+ cars, including large trailers. Access to a dock and a paddle boat on the pond.
Please inquire via Peerspace messaging if you have any questions or
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From
$250
/hr
4 hr min
Suburban home in garden setting with lofty, bright and woodsy interior spaces
Serving the Highland Park, IL area5.0 (1)
25 guests
Photography, TV, and Movie shoots. The rooms are very large and the home has a very open floorplan with kitchen, dining and living room all directly connected.
Sloped wood ceilings, second floor balcony, double height living and dining rooms, very large kitchen. Outdoor decks, mature trees
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From
$250
/hr
4 hr min
5 Acre 1917 Farmhouse with Vintage Barn
Serving the Highland Park, IL area12 guests
1917 farmhouse and barn on 5 acres is ready for your photo shoot. 4 bedrooms with hardwood floors, vintage downstairs bathroom. Exteriors of outbuildings include spring house, decayed small barn, and 1916 large red barn.
Vista to open fields and 1 acre of woods. Long term
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From
$300
/hr
3 hr min
Chic Light-Filled Cottage
Serving the Highland Park, IL area5.0 (2)
12 guests
Stylish 19th century lake cottage centrally located in Lake Geneva's historic Maple Park neighborhood. Ideal photogenic backdrop for a photoshoot or for offsite small team meetings. The cottage has been fully restored and renovated with all the modern office space conveniences.
The space
Light flows through every room
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From
$130
/hr
4 hr min
Pixies Modern Home in Urban Rural City
Serving the Highland Park, IL area6 guests
A single family home in the Caledonia subdivision of Yorkville. This 1,950 square feet home was build in 2019. The living room setting is minimal with open plan to the kitchen and dinette. The is a powdered room downstairs for the guest. We are
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From
$40
/hr
2 hr min
Frequently Asked Questions
Pricing and popularity information in this section is based on proprietary Peerspace booking data, reflecting recent booking activity and the latest data available through April 2026.
How popular are cottages in Highland Park?
Our local hosts have welcomed 1392 people into their cottages with reviews averaging 5 stars. 100% of guests said they'd book again.
How much does a cottage cost to rent in Highland Park?
Cottages in Highland Park average $159 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for. For a space on the smaller side, expect to spend closer to $129, whereas larger venues run about $275 per hour.
cottages Pricing Range in Highland Park, IL
Graphic displaying average hourly rates for cottages venues in Highland Park, ranging between $128.78 and $275.
$159/hr average
$129/hr$275/hr
How long do people rent cottages in Highland Park?
Most cottages are scheduled for 5 hours, with 7 people in attendance. You’ll find the most Cottages starting between 10:00 AM and 11:00 AM.
cottages Booking Times in Highland Park, IL
Image representing average rental time for cottages in Highland Park, emphasizing most start between 10:00 AM to 11:00 AM.
10:00 AM - 11:00 AM
7:00 AM2:00 PM
Reviews for cottages
Jennifer I.
Cozy cottage with modern touches, quiet neighborhood, close to downtown, Churchill Downs
This Cypress Cottage home was a perfect set for a commercial shoot I directed for a local news station. The home was spacious, nicely furnished, very clean, had easily accessible wifi instructions and Roku TV's, and plenty of parking spaces for the crew. Thanks for the quick communication all...
Maria L.
Indoor Multipurpose Event Space in The Heart of Logan Square
begin to express how satisfied I was with the service and how beautiful the space was. We rented the 2nd floor apartment and the cottage. I had my husband’s 50th bday party here, I live in a different state and sometimes you are leery with making reservations, paying online...
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Updated April 9, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.