Guest Houses in Darien
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Search Guest Houses in Darien from CA $70

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Our top choices for Darien guest houses

A white door with the name 'Munro' and a keypad lock.

A bedroom with a bed, a nightstand, and a window.

A hotel room with a bed, a desk with a coffee maker, two white robes hanging on hooks, and a sliding glass door to the outside.

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

1. The Plainfield Inn

The Plainfield Inn

3.0 star property

Plainfield

9.8 out of 10, Exceptional, (185 reviews)

9.8/10

Exceptional

(185 reviews)

"What a great place, especially for those that love historic buildings. And it is literally in downtown Plainfield - also historic and with cute shops and lovely restaurants."

KONSTANTIN

The price is CA $164

CA $164

CA $182 total

includes taxes & fees

Nov 18 - Nov 19

The Plainfield Inn

A black front door with the number 3305, a small window with a mesh screen, and a metal gate with decorative elements.

A kitchen with a coffee maker, a sink, and two bottles labeled "DISHES HANDS".

A hallway with a door, a framed picture on the wall, and a wooden floor.

A bedroom with a bed, bedside table, and a mirror on the wall.

2. Chicago Avenue Inn

Chicago Avenue Inn

2.0 star property

Humboldt Park

6.8 out of 10, (134 reviews)

6.8/10

(134 reviews)

"Clean place with a decent location."

Evelyn

The price is CA $71

CA $71

CA $163 total

includes taxes & fees

Nov 16 - Nov 17

Chicago Avenue Inn

A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

A bedroom with a large bed, a headboard, a wall-mounted artwork, and a window with curtains.

A modern living room with a fireplace, two armchairs, a sofa, and a large plant.

A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

3. Mccormick Place Guest House

Mccormick Place Guest House

3.0 star property

Bronzeville

8.8 out of 10, Excellent, (78 reviews)

8.8/10

Excellent

(78 reviews)

"Great parking and big living room."

Jasmine

The price is CA $113

CA $113

CA $133 total

includes taxes & fees

Nov 16 - Nov 17

Mccormick Place Guest House

A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.

A sign for Villa Dubois Guest House with a house symbol and text.

A living room with a grey sofa, wooden beams, a kitchen in the background, and a large plant.

A neatly made bed with a dark brown bedspread and white pillows, flanked by two bedside tables with lamps, a wooden headboard, and a wall-mounted clock.

4. Villa Dubois Guest House

Villa Dubois Guest House

2.0 star property

Bronzeville

8.4 out of 10, Very good, (132 reviews)

8.4/10

Very good

(132 reviews)

"Our stay was great! The staff answered all of my questions promptly, it was easy to find and not having to pay for parking was a nice bonus."

Allie

The price is CA $130

CA $130

CA $152 total

includes taxes & fees

Dec 15 - Dec 16

Villa Dubois Guest House

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.

View all properties

Learn more about Darien

Explore the scenic trails of Waterfall Glen Forest Preserve where locals jog through woodlands and past limestone bluffs. Families gather at Darien Community Park for summer concerts, splash pad fun, and well-maintained sports fields.

See all hotels in Darien

Top reviews in Darien

The Plainfield Inn

Plainfield

10/10 Excellent

Justin is a great host. Very helpful and friendly.

Anonymous traveller

Reviewed July 18, 2024Reviewed July 18, 2024

The Plainfield Inn

Mccormick Place Guest House

Bronzeville

10/10 Excellent

Very good place,nice host

Qiang

Reviewed October 31, 2025Reviewed October 31, 2025

Mccormick Place Guest House

Villa Dubois Guest House

Bronzeville

10/10 Excellent

Very nice place BUT… be careful with this place ! I booked this through Expedia and no where does it even mention a $300 deposit!! I paid for my accommodations in full while driving through the US. It wasn't until We arrived at the location I get notice of a Deposit Required before they would let us in or even give us the room number… They WILL NOT TALK WITH YOU ON THE PHONE… text only 🙄 finally i had to send proof of ID to prove I was from another country and it was only after I emailed my...

Teresa

Reviewed August 25, 2026Reviewed August 25, 2026

Villa Dubois Guest House

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Search Guest Houses in Darien from CA $70

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Darien guest houses

1. The Plainfield Inn

2. Chicago Avenue Inn

3. Mccormick Place Guest House

4. Villa Dubois Guest House

Learn more about Darien

Top reviews in Darien

The Plainfield Inn

10/10 Excellent

Explore a world of travel with Expedia