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Deerfield Vacation Rentals

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Deerfield vacation homes

A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

1. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (90 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is CA $151
CA $268 total
includes taxes & fees
Nov 10 - Nov 11
Master qtr close to nature & easy urban facilities
A modern living room with a sofa, coffee table, and lamps. A staircase is visible in the background.

2. 6 Kings Ping-Pong Gazebo!

6 Kings Ping-Pong Gazebo!
Northbrook
8.6 out of 10, Excellent, (9 reviews)
"Hosts were great. Very accommodating to our needs and quick to respond. I will stay again!"
United States
Cj Y.
The price is CA $312
CA $769 total
includes taxes & fees
Nov 11 - Nov 12
6 Kings Ping-Pong Gazebo!
A two-story house with a stone chimney, a front porch with steps, and a flag.

3. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (77 reviews)
"House was clean. Nice layout. Woodwork is very charming. Fenced in backyard was a lovely place to toss around a frisbee and kick a soccer ball. House was close to a grocery store and other amenities. Kitchen was stocked with everything one needs. Recommend others staying here if you need to be in the area."
United States
Benjamin O.
The price is CA $191
CA $458 total
includes taxes & fees
Nov 10 - Nov 11
Quaint Bungalow, near Great Lakes Naval Base
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

4. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
Libertyville
The price is CA $236
CA $927 total
includes taxes & fees
Nov 13 - Nov 14
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
A staircase with a wooden finish and black railings, leading to a room with a large wooden door and a white ceiling.

5. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.8 out of 10, Exceptional, (28 reviews)
"Host was very accommodating and everything about the stay was top notch. Loved the neighborhood as well. Next time we’re in Chicago area with a group of that size, this is the place I hope to stay!"
United States
Patrick R.
The price is CA $254
CA $493 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Home by O'Hare + EV Plug
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

6. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is CA $153
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 3 Bedroom
A dining area with a wooden table set for four, surrounded by grey armchairs. A large abstract painting is on the wall, and a potted plant is visible in the background.

7. Stylish Escape/Game Room/4 Brs

Stylish Escape/Game Room/4 Brs
Arlington Heights
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay in a great neighborhood."
United States
Sam M.
The price is CA $526
CA $1,100 total
includes taxes & fees
Nov 23 - Nov 24
Stylish Escape/Game Room/4 Brs
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a bar stool.

8. Great 6 bedroom home 10 minutes away from O’Hare International Airport

Great 6 bedroom home 10 minutes away from O’Hare International Airport
Des Plaines
The price is CA $645
CA $1,207 total
includes taxes & fees
Nov 16 - Nov 17
Great 6 bedroom home 10 minutes away from O’Hare International Airport
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

9. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.4 out of 10, Exceptional, (3 reviews)
"Great place"
United States
Sthendall M.
The price is CA $183
CA $450 total
includes taxes & fees
Nov 16 - Nov 17
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A spacious living room with a blue sofa, a dining area with blue chairs, a kitchen with a white countertop, and a fireplace.

10. Spacious Des Plaines Home - Near Airport, Casino & Arena

Spacious Des Plaines Home - Near Airport, Casino & Arena
Des Plaines
8.0 out of 10, Very good, (2 reviews)
"It was a nice area."
United States
Sherice S.
The price is CA $245
CA $605 total
includes taxes & fees
Nov 12 - Nov 13
Spacious Des Plaines Home - Near Airport, Casino & Arena
A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

11. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful night, boys loved the arcade area."
United States
Anonymous traveller
The price is CA $215
CA $1,215 total
includes taxes & fees
Nov 10 - Nov 11
Sleeps 18 • 8BR • Game Room • Gym • Theater
A modern kitchen with white cabinets, a black stove, and a microwave.

12. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (83 reviews)
"It was a very clean place, comfortable furniture and beds e.c.t."
United States
Ronald H.
The price is CA $240
CA $444 total
includes taxes & fees
Nov 29 - Nov 30
Your Next Vacation Home
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

13. PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (3 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is CA $233
CA $522 total
includes taxes & fees
Nov 12 - Nov 13
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Interior

14. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
7.6 out of 10, Good, (7 reviews)
"We enjoyed our stay, just had a few issues with air conditioning, but host was able to get it fixed quickly."
United States
Gregory S.
The price is CA $252
CA $614 total
includes taxes & fees
Nov 16 - Nov 17
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

15. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Waukegan
9.6 out of 10, Exceptional, (4 reviews)
"Great place for overnight stay. Plenty of room for family of 7. Way better than staying at a hotel."
United States
Kim K.
The price is CA $295
CA $623 total
includes taxes & fees
Nov 10 - Nov 11
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

16. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is CA $230
CA $663 total
includes taxes & fees
Nov 11 - Nov 12
King bed Crystal Lake Mchenry Cary Cozy
A modern living room with a dining area, a sofa, a TV, and a fireplace.

17. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
10.0 out of 10, Exceptional, (26 reviews)
"This was a great house with a beautiful property!"
United States
Malcolm S.
The price is CA $397
CA $754 total
includes taxes & fees
Nov 18 - Nov 19
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A covered patio with a hammock, a barbecue grill, and a dining area with a table and chairs.

18. Chicago Riverhouse with private fenced in oasis

Chicago Riverhouse with private fenced in oasis
North Park
10.0 out of 10, Exceptional, (45 reviews)
"House was perfect for our needs and all as described per the listing."
United States
Robert S.
Chicago Riverhouse with private fenced in oasis
A modern living room with a sofa, a TV, and a kitchen area with a fridge and bar stools.

19. Peaceful and Cozy Place to Stay

Peaceful and Cozy Place to Stay
Waukegan
The price is CA $235
CA $342 total
includes taxes & fees
Nov 18 - Nov 19
Peaceful and Cozy Place to Stay
A modern dining area with a round table, black chairs, and a hanging light fixture.

20. Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
South Evanston
8.8 out of 10, Excellent, (10 reviews)
"Great place everything was clean, good communication from host. Perfect space!"
United States
Shelly S.
The price is CA $569
CA $1,132 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Deerfield

Families flock to Ravinia Festival for summer concerts under the stars in nearby Highland Park. Discover local history at the Deerfield Historic Village, where preserved 19th-century buildings tell stories of early settlers.

See all hotels in Deerfield
A foggy train station named 'DEERFIELD' with a covered waiting area, a platform, and tracks.
Photo by Shoukath
Open Photo by Shoukath

Top reviews in Deerfield

An outdoor patio with a stone fire table, seating, and a grill.
Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire

10/10 Excellent

Great place to stay
Canada
JONATHON
Reviewed October 31, 2025
Homewood Suites by Hilton Chicago-Lincolnshire

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