Our other sites
Get A Free World Heritage Guide »
SeatGuru
Family Vacation Critic
Cruise Critic
BookingBuddy
We recommend:
We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Deerfield Vacation Rentals

Hotels (5)

B&Bs / Inns (0)

Specialty Lodging (0)

Vacation Rentals (110)

The safest rental experience online

Rent from verified owners and managers, and read reviews before you book.

Find out what to expect »

In partnership with:

Get listed!

Add your property »

New and Featured
Hamlin Park Suites-LakeView Family Neighborhood, Chicago
Hamlin Park Suites-LakeView Family Neighborhood
    Price: €190/night
  • Bedrooms: 4, sleeps 10
  • Bathrooms: 2
    • Contact Owner
Luxury 2 Bedroom Downtown (D33), Chicago
Luxury 2 Bedroom Downtown (D33)
    Price: €128/night
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 2
    • Contact Manager
1 BR, Near Museums, McCormick Place, Chicago
1 BR, Near Museums, McCormick Place
    Price: Inquire for rates
  • Bedrooms: 1, sleeps 4
  • Bathrooms: 1
    • Contact Manager
Magnificent Mile - Sp Suites, Chicago
Magnificent Mile - Sp Suites
    Price: €118/night €935/week €2,216/month
  • Bedrooms: 1, sleeps 3
  • Bathrooms: 1
    • Contact Owner
THREE SUITES GUEST HOUSE OF OLD TOWN (OT11), Chicago
THREE SUITES GUEST HOUSE OF OLD TOWN (OT11)
    Price: €135/night
  • Bedrooms: 1, sleeps 4
    • Contact Manager
Joy's Joy, Chicago
Joy's Joy
    Price: €93/night
  • Bedrooms: 1, sleeps 4
    • Contact Manager
Printer's Row Highrise Studio (D3), Chicago
Printer's Row Highrise Studio (D3)
    Price: €104/night €1,800/month
  • Bedrooms: 1, sleeps 3
    • Contact Manager
Lincoln Street Oasis (LP11), Chicago
Lincoln Street Oasis (LP11)
    Price: €87/night
  • Sleeps: 2
    • Contact Manager
The Nyberg B&B;, Chicago
The Nyberg B&B;
    Price: €100/night
  • Bedrooms: 1, sleeps 2
    • Contact Manager
Olita's Victorian B&B;, Chicago
Olita's Victorian B&B;
    Price: €90/night
  • Bedrooms: 1, sleeps 4
    • Contact Manager

Search Deerfield Vacation Rentals

Clear dates

Advanced Search

Recommended by Travelers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]

There are no vacation rentals within Deerfield, Illinois. We broadened your search to include all rentals within 25 miles.

Chicago Southport Suites - Walk to Wrigley Field!!, Chicago
Chicago Southport Suites - Walk to Wrigley Field!!
Contact Owner
Nightly rate from
€159
4 of 5 stars 2 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 1
Min stay:2
Luxury Inn -- Beautiful, fully restored graystone building. This 1,200 square foot unit is located in the heart of Wrigleyville/Southport Corridor in the ...
  • Nightly
    €159 - €179
  • Weekly
    €1,108
  • Monthly
    €2,770
Last Minute Deals!! Amazing Views! 1800 Sq.Feet! B, Chicago
Last Minute Deals!! Amazing Views! 1800 Sq.Feet! B
Contact Owner
Nightly rate from
€207
4.5 of 5 stars 18 reviews
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
Min stay:1
Arlyn, We all LOVED the condo!!! And I was the hero for finding it & making all the arrangements. The location & view couldn't have been any better. The ...
  • Nightly
    €207 - €276
  • Weekly
    €1,381 - €1,728
  • Monthly
    €4,501 - €6,578
Writers' Retreat Chicago, Chicago
Writers' Retreat Chicago
Contact Owner
Nightly rate from
€82
4.5 of 5 stars 2 reviews
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 1
Writers' Retreat is your chance to get away. With plenty of room for relaxing and so many little touches to get in touch with your creative side, you're stay ...
  • Nightly
    €82 - €104
  • Weekly
    --
  • Monthly
    --
Chicago's Best Value Close to City & McCormick PL, Chicago
Chicago's Best Value Close to City & McCormick PL
Contact Owner
Nightly rate from
€74
4.5 of 5 stars 4 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
Min stay:2
This is an amazing rental with many luxurious amenities at a great price. The view in the picture is our luxurious hot tub. It's a great way to relax after ...
  • Nightly
    €74 - €128
  • Weekly
    €519 - €796
  • Monthly
    --
Chicago South Loop Amazing condo, Chicago
Chicago South Loop Amazing condo
Contact Owner
Nightly rate from
€125
4 of 5 stars 1 review
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
This lovely 2 Bedroom, 2 Bathroom condo located in the South Loop Chicago is the perfect temporary home for you while visiting Chicago for pleasure or ...
  • Nightly
    €125
  • Weekly
    €748
  • Monthly
    €2,597
Last Min Deals!! Amazing 2 BR Towering Over Chicag, Chicago
Last Min Deals!! Amazing 2 BR Towering Over Chicag
Contact Owner
Nightly rate from
€103
4.5 of 5 stars 9 reviews
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:1
Hi Laurie & Arlyn We had a wonderful time in Chicago. Alyn and I did a lot of walking around your city. Your city blocks seem much smaller than ours so the ...
  • Nightly
    €103 - €172
  • Weekly
    €689 - €1,035
  • Monthly
    €3,116 - €4,501
Old Irving Loft in Chicago near Wrigly Field, Chicago
Old Irving Loft in Chicago near Wrigly Field
Contact Owner
Nightly rate from
€82
4.5 of 5 stars 2 reviews
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 5
Bathrooms: 1
Old Irving Loft is a two bedroom upper available for vacation and executive rentals.Decorated in the style of 1940's old Chicago and situated in a convenient ...
  • Nightly
    €82 - €104
  • Weekly
    --
  • Monthly
    --
Magnolia Studios, Chicago
Magnolia Studios
Contact Owner
Nightly rate from
€69
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 4, sleeps 6
Bathrooms: 3
Situated on a quiet, tree-lined street in Chicago�s Edgewater/ Andersonville neighborhood, Magnolia Studios offers a choice of three unique chicago ...
  • Nightly
    €69 - €103
  • Weekly
    --
  • Monthly
    --
CHICAGO GUEST HOUSE ON LAKEWOOD AVENUE, Chicago
CHICAGO GUEST HOUSE ON LAKEWOOD AVENUE
Contact Owner
Nightly rate from
€343
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Chicago Guest House offers six private fully furnished vacation rental suites in Chicago's wonderful Lakeview neighborhood; just 4 miles north of downtown. ...
  • Nightly
    €343
  • Weekly
    --
  • Monthly
    --
Pratt Shore - Chicago North Side, Chicago
Pratt Shore - Chicago North Side
Contact Owner
Nightly rate from
€61
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 2
Bathrooms: 1
Beaches, parks, vintage apartments -- these features and more make Rogers Park a desirable Chicago neighborhood. Bordered by Devon Avenue on the south, ...
  • Nightly
    €61
  • Weekly
    €381
  • Monthly
    €1,073
Luxury condo close to boutiques, Cubs, + Downtown!, Chicago
Luxury condo close to boutiques, Cubs, + Downtown!
Contact Owner
Nightly rate from
€173
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located a block from Cinnamon Boutique, a new women's clothing ...
  • Nightly
    €173
  • Weekly
    €1,039
  • Monthly
    €3,462
Wayman Street 2 Bedroom (D31), Chicago
Wayman Street 2 Bedroom (D31)
Contact Manager
Nightly rate from
€128
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
A two bedroom, two bathroom condo in a lovely new building in the Downtown area, walking distance to the Loop, Randolph Street and Fulton night life. There ...
  • Nightly
    €128
  • Weekly
    --
  • Monthly
    --
Luxury Penthouse close to Wrigley, Downtown!!, Chicago
Luxury Penthouse close to Wrigley, Downtown!!
Contact Owner
Nightly rate from
€156
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located above Cinnamon Boutique, a new women's clothing and ...
  • Nightly
    €156
  • Weekly
    €935
  • Monthly
    €3,462
Mag Mile 2bed/2bath, Chicago
Mag Mile 2bed/2bath
Contact Owner
Nightly rate from
€242
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Located just steps from the world's best shopping, dining, culture, and entertainment. 30 East Huron reflects the comfort and style of the best hotels the ...
  • Nightly
    €242
  • Weekly
    --
  • Monthly
    --
Lincoln Park Oasis, Chicago
Lincoln Park Oasis
Contact Owner
Nightly rate from
€104
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 4, sleeps 9
Bathrooms: 1
Min stay:1
Beautiful Victorian in the heart of Lincoln Park, one of Chicago's most desirable neighborhoods. Safe neighborhood, on a quiet street. "Free" visitor parking ...
  • Nightly
    €104 - €118
  • Weekly
    €623 - €796
  • Monthly
    €1,523 - €1,939
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns