Holiday Homes in Far North Side
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Discover things to see and do in Far North Side as you venture to popular sights like Lake Michigan.

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Top reviews in Far North Side

A rooftop patio with outdoor seating, a pergola, and a city skyline view.

A spacious living room with a leather sofa, a coffee table, and a fireplace. There are framed pictures on the wall and a large window providing natural light.

A spacious living room with a large window, a collection of vintage suitcases, and a bookshelf filled with books and decorative items.

A library with a central table and chairs, surrounded by bookshelves.

The Guesthouse Hotel

Uptown

10/10 Excellent

Lovely well maintained property, suite was just perfect for our family stay.

Ruth

Reviewed March 11, 2023Reviewed March 11, 2023

The Guesthouse Hotel

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A modern conference room with a wooden table, white chairs, a potted plant, and a large window with decorative plants.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Great location from both airports. Lovely hotel clean and convenient

Kanokkan

Reviewed October 31, 2026Reviewed October 31, 2026

Hilton Vacation Club Hotel Blake Chicago

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern room with a view of a river and high-rise buildings.

A modern interior with seating areas, a bar, and large windows offering city views.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

A fantastic stay in a beautiful hotel in an amazing city. Staff were all friendly, professional and helpful. River view suite was absolutely amazing. It made our stay perfect. The view of the river was wonderful. Thank you Erica for making this happen. Perfect location. Great breakfast. Beautifully clean room. Thank you to all.

Therese

Reviewed November 6, 2026Reviewed November 6, 2026

LondonHouse Chicago, Curio Collection by Hilton

An outdoor seating area with tables and chairs, a sofa, and a lamp post.

A modern living room with a sofa, a glass coffee table, and a pink armchair.

A hotel room with a large bed, a sofa, a TV mounted on the wall, a small table, and a floor lamp.

A modern hotel with a prominent neon sign, large windows, and a well-lit entrance area.

The Rose Chicago, Tapestry Collection by Hilton

Rosemont

10/10 Excellent

Always a great experience. Lovely hotel .

leah

Reviewed May 2, 2026Reviewed May 2, 2026

The Rose Chicago, Tapestry Collection by Hilton

A rooftop terrace with outdoor furniture, umbrellas, and a view of the city.

A modern hotel lobby with seating areas, a dining section, and a wall with a motivational quote.

A modern bar area with wooden bar stools, a counter with a beverage display, and a mounted television.

A modern lounge area with a stone fireplace, comfortable seating, and artwork on the walls.

Hampton Inn Chicago North-Loyola Station

Rogers Park

10/10 Excellent

Staff were very welcoming, friendly, helpful

Gordon

Reviewed November 16, 2025Reviewed November 16, 2025

Hampton Inn Chicago North-Loyola Station

A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

A crowded beach with people sunbathing and swimming, surrounded by tall buildings.

A modern living room with leather sofas, a coffee table, a TV, and a dining area with natural light.

A patio with a brick floor, metal chairs, a round table, and a blue umbrella.

House 5863 - Chicago Bed and Breakfast

Edgewater

10/10 Excellent

I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic

Mark

Reviewed July 19, 2025Reviewed July 19, 2025

House 5863 - Chicago Bed and Breakfast

A hallway with a shower area, a small kitchenette, and a mirror on the wall.

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A building with a curved facade, a glass entrance, and a parking lot with marked reserved spaces.

A hotel entrance with a neon 'Welcome' sign, an exit door, a fire extinguisher, and a reception desk.

NorthPark Inn

North Park

10/10 Excellent

👍

Jonty

Reviewed November 1, 2026Reviewed November 1, 2026

NorthPark Inn

A hotel room with two beds, a nightstand, a lamp, and framed pictures on the wall.

A hotel with a blue exterior, a visible staircase leading to the entrance, and a sign for the Rodeway Inn.

A hotel room with a wooden desk, chairs, a dresser, a flat-screen TV, and a framed picture on the wall.

A hotel room with a bed, a desk with chairs, a dresser, a television, and a framed picture on the wall.

Rodeway Inn Chicago North Shore - Lincolnwood

West Ridge

10/10 Excellent

Great place. So clean and new. By a busy road so may not be great for those who like it quiet.

joanna

Reviewed June 10, 2022Reviewed June 10, 2022

Rodeway Inn Chicago North Shore - Lincolnwood

A bedroom with a bed, two bedside tables, a nightstand, a wall-mounted picture, and a ceiling light fixture.

A reception area with a wooden counter, a glass partition, and an exit sign.

A kitchen area with a coffee machine, a blender, and a caution sign.

A long, single-story motel with a row of rooms, a covered walkway, and a parking lot.

Motel Edgebrook Chicago North Shore by OYO

Forest Glen

10/10 Excellent

Naic

Naif usuf haji

Reviewed October 10, 2025Reviewed October 10, 2025

Motel Edgebrook Chicago North Shore by OYO

A modern hotel with a curved glass facade, a prominent 'SOFITEL' sign, and a colorful entrance area.

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

A person in a white robe sitting by a window with a view of modern high-rise buildings.

A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

Sofitel Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

First class Chicago property

Stephen

Reviewed September 23, 2026Reviewed September 23, 2026

Sofitel Chicago Magnificent Mile

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A bar area with a marble countertop, bar stools, and a variety of bottles.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

Nice hotel - water bottles are not replenished daily. When asked for more water, I was told you have to buy them at $6 a bottle.

Satish

Reviewed November 2, 2026Reviewed November 2, 2026

Hotel Riu Plaza Chicago

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Search Holiday Homes in Far North Side

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Learn more about Far North Side

Top reviews in Far North Side

The Guesthouse Hotel

10/10 Excellent

Explore a world of travel with Expedia