Northwest Side Villas - Best Villa Northwest Side 2026

A curved pathway with a metal fence, flowering trees, and a street lamp.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

No exact matches found, but these alternatives could be just right

Recommended hotels in Northwest Side

A modern hotel room with a large bed, a sofa, a round coffee table, and artwork on the walls.

1. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Irving Park

Meagan C.

includes taxes & fees

5 Nov - 6 Nov

A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

2. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Belmont Cragin

Jacob

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a grey sofa, a small side table, a coffee table, and a large window with blinds.

3. Chic, Quiet 1BR Near Dining Options– Perfect for 2

Belmont Cragin

A kitchen with a wooden countertop, a sink, and a knife block.

4. 1BR 1BA Windy City Hideout

Belmont Cragin

A bedroom with a bed, bedside tables, a desk, and a chair.

5. 1BR Retreat: Roomy & Well-Appointed

Belmont Cragin

Sylvia B.

A modern living room with a white coffee table, a vase with flowers, a bottle of wine, and a cheese board with snacks.

6. 2BR Fitness Pad • Private Gym • Sleeps 7

Irving Park

Carey M.

includes taxes & fees

26 Oct - 27 Oct

A compact kitchen with wooden cabinets, a microwave, a stove, and a dining table with chairs.

7. 2BR Chic & Comfortable Furnished Unit

Hermosa

Edward

includes taxes & fees

11 Nov - 12 Nov

A bathroom with a toilet, sink, and bathtub.

8. 1BR Apartment with a Warm & Welcoming Feel

Irving Park

includes taxes & fees

15 Nov - 16 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Northwest Side Hotel Reviews

River Hotel

10/10 Excellent

"Best location possible. Loved the river and night skyline."

LondonHouse Chicago, Curio Collection by Hilton

8/10 Good

"There was an issue with check in. The staff did try to make it right. We appreciate that. The room was spectacular and the multiple views were wonderful. There were many restaurants in a walkable distance. I would stay here again and recommend it to others."

Hotel Saint Clair- Magnificent Mile

8/10 Good

"St. Clair hotel lists the room as premium, even though the two windows in the room had no view. Both windows faced the building outter exterior brick walls from all sides. Dim lightning with no direct sunlight, very depressing to look out. The room should have been listened and offered as standard, at best, not premium."

Find out more about Northwest Side

Northwest Side Villas information

Number of reviews	63
Accommodation	1 Villas
Lowest Price	€185
Highest Price	€816

Explore a world of travel with Expedia

Things to do in North Side

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Northwest Side

1. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

2. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill