A busy indoor space with a high, curved ceiling and a large circular light fixture.

Holiday Homes in Far North Side

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Far North Side holiday homes

1. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is €513
includes taxes & fees
28 Sept - 29 Sept
Theater • Game Room • Gym • Firepit • 4BR Home

2. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
9.0 out of 10, Wonderful, (4 reviews)
The price is €638
includes taxes & fees
30 Sept - 1 Oct
Arcade • Theater • Gym • Office • Sleeps 15
A large, multi-story building with a prominent stone facade and a distinctive triangular roof.

3. A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Excellent home! The neighborhood is great and the home has everything you need for a great stay. And if you have any questions, Jay is very good for getting back to you."
United States
Fred D.
A quiet stay while you are away

4. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
The price is €336
includes taxes & fees
27 Sept - 28 Sept
Cozy Studio Suite, Steps from River North & Shops
A dining area with a wooden table set for four, chairs, a vase with yellow flowers, and a kitchen in the background.

5. Spacious 4BR near Northwestern with King Beds + Crib

Spacious 4BR near Northwestern with King Beds + Crib
Evanston
10.0 out of 10, Exceptional, (5 reviews)
"Spacious home that accommodates all our guests. Very close to Northwestern University so travel was easy! Home was clean and well taken care of. Would definitely recommend to others and would stay agin when I’m in the area."
United States
Melissa C.
The price is €490
includes taxes & fees
30 Sept - 1 Oct
Spacious 4BR near Northwestern with King Beds + Crib
A living room with a flat-screen TV mounted on the wall, a plant on a stand, and a window with blinds.

6. 4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 BR • Theater Room • Gym • Walk to Lincoln Park!
Lincoln Park
The price is €608
includes taxes & fees
29 Sept - 30 Sept
4 BR • Theater Room • Gym • Walk to Lincoln Park!
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

7. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
The price is €273
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern living room with a sectional sofa, a coffee table, and a TV.

8. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.6 out of 10, Excellent, (4 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is €205
includes taxes & fees
29 Sept - 30 Sept
Attractive Coach House Apartment for rent in Oak Park.
A single-story house with a covered porch, a front door, and a small garden area.

9. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is €309
includes taxes & fees
6 Oct - 7 Oct
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A white two-story house with a porch, steps, and a small table with chairs.

10. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
The price is €518
includes taxes & fees
29 Sept - 30 Sept
Oak Park Victorian by FLW Studio
A staircase with a wooden finish and black railings, leading to a room with a large wooden door and a white ceiling.

11. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is €290
includes taxes & fees
25 Oct - 26 Oct
Cozy Home by O'Hare + EV Plug
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large island.

12. Charming Retreat in Evanston Right Next to Beach

Charming Retreat in Evanston Right Next to Beach
South Evanston
8.2 out of 10, Very good, (10 reviews)
"It was really easy to access stores and restaurants. It was also very clean and nice."
United States
matthew z.
Charming Retreat in Evanston Right Next to Beach
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

13. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is €182
includes taxes & fees
30 Sept - 1 Oct
Master qtr close to nature & easy urban facilities
A beach with people sunbathing and swimming, a lighthouse, and a pier extending into the water.

14. Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Lincoln Park
9.8 out of 10, Exceptional, (193 reviews)
"Awesome house for family events. Great neighborhood and gathering space was great"
United States
Ann V.
The price is €815
includes taxes & fees
5 Oct - 6 Oct
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

15. Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house. Lots of room and the games in the basement were awesome. Our grandsons loved them. The back yard is very nice too. The neighborhood is very nice. Everyone is so friendly. We had a great time."
United States
kim r.
The price is €641
includes taxes & fees
25 Sept - 26 Sept
Game Room • Fire-pit • Playground • Gym • Billiard
A modern dining area with a round table, black chairs, and a hanging light fixture.

16. 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, (8 reviews)
"I highly recommend this place "
United States
Kelvin R.
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

17. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
Forest Park
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great place to stay, host was friendly. Parking was great. Hoping to be able to stay again in the near future."
United States
LEM R.
The price is €433
includes taxes & fees
27 Sept - 28 Sept
Classic Forest Park Foursquare < 1 Mi to Blue Line
A cozy living room with a neon sign, a fireplace, a television, and a guitar.

18. Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Lincoln Park
9.6 out of 10, Exceptional, (43 reviews)
"We had a really nice stay at the Village Inn. We appreciated that artistic furnishings and decorations, and the thoughtful touches throughout. (We are a white noise family, so we were very happy to find a white noise machine in every bedroom!)The neighborhood is very quiet and also close to great shops and restaurants as well as the train. We enjoyed being able to walk to dinner in the evening, and walk to the train to take a short ride right to the Art Institute. The kitchen was great for...
United States
Andrea M.
The price is €639
includes taxes & fees
6 Oct - 7 Oct
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
A modern kitchen with white cabinets, a black stove, and a microwave.

19. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (82 reviews)
"It was a very clean place, comfortable furniture and beds e.c.t."
United States
Ronald H.
Your Next Vacation Home
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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Top Far North Side Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Beautiful hotel and great location."
Ruby 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Find out more about Far North Side

Far North Side Holiday Homes information

Number of reviews
416
Accommodation
341 Holiday Homes
Lowest Price
€182
Highest Price
€815

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