Palmer Square Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Palmer Square, Chicago, Illinois, USA

New

Apartment

Mid-Century Gem in Avondale - 2BR - Office - Free Parking

From US $247 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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House

The Logandale: HUGE Mid-Century Home, sleeps 15

From US $484 per night

10.0 (4 Reviews)

4 Bedrooms 15 Guests

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House

Wrigleyville Inn

From US $531 per night

10.0 (19 Reviews)

1 Bedroom 2 Guests

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New

Apartment

Blueground | West Town, pets allowed, nr Park

From US $156 per night

New

1 Bedroom 2 Guests

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House

Lyons' Den

From US $245 per night

10.0 (4 Reviews)

1 Bedroom 2 Guests

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Bed & Breakfast

Ray's Bucktown B&B

From US $202 per night

9.8 (370 Reviews)

1 Bedroom 2 Guests

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New

Apartment

Blueground | West Town, washer, nr Chicago River

From US $144 per night

New

1 Bedroom 2 Guests

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Apartment

Stylish 2BR stunner in unbeatable location

From US $194 per night

10.0 (3 Reviews)

2 Bedrooms 6 Guests

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Bed & Breakfast

Villa D' Citta

From US $336 per night

9.4 (103 Reviews)

1 Bedroom 2 Guests

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New

Apartment

Blueground | West Town, washer, nr Chicago River

From US $106 per night

New

1 Bedroom 2 Guests

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Apartment

The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10

From US $853 per night

10.0 (2 Reviews)

5 Bedrooms 10 Guests

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New

House

Massive Avondale Home, Sleeps 15 people, 4 King Beds, Rooftop Deck, & Garage

From US $1,002 per night

New

6 Bedrooms 15 Guests

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House

The Village Inn by Dakota Gal Digs

From US $710 per night

10.0 (2 Reviews)

3 Bedrooms 8 Guests

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New

House

City Studio Escape Bright, Sleek & Modern

From US $270 per night

New

1 Bedroom 4 Guests

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Apartment

Comfy 2BR Apartment near Wrigley Field - Grace 3

From US $500 per night

10.0 (2 Reviews)

2 Bedrooms 4 Guests

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New

Condo

Soaring ceilings, city views and private rooftop deck!

From US $253 per night

New

3 Bedrooms 6 Guests

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House

Perfect Location Across from Park & Train Station

From US $734 per night

10.0 (1 Review)

5 Bedrooms 13 Guests

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New

Apartment

Chicago Citrus Charm 2BR WestTown

From US $249 per night

New

2 Bedrooms 6 Guests

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Apartment

Luxury 2BD-2BA View-Gym-Rooftop

From US $590 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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New

Apartment

Modern + Cozy Chicago stay w/garage parking & 20min to downtown

From US $200 per night

New

2 Bedrooms 5 Guests

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Apartment

NEW! Spacious Art Deco Modern 5 BD/3BA Condo

From US $580 per night

10.0 (1 Review)

5 Bedrooms 14 Guests

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New

House

Charming Garden Flat w/King Bed

From US $181 per night

New

2 Bedrooms 2 Guests

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Apartment

Modern River West 2BR with W&D by Zencity

From US $77 per night

10.0 (1 Review)

2 Bedrooms 3 Guests

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New

Apartment

Cozy Garden Apartment in Chicago

From US $177 per night

New

2 Bedrooms 4 Guests

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House

Amazing Penthouse Skyline Views!

From US $1,237 per night

10.0 (1 Review)

3 Bedrooms 14 Guests

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New

Condo

Artsy Chicago - 1BR/1BATH

From US $163 per night

New

1 Bedroom 4 Guests

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Apartment

East Lincoln Park Gem Spacious 4 BR

From US $510 per night

10.0 (1 Review)

4 Bedrooms 11 Guests

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Condo

NEW LUXURY PENTHOUSE CONDO

From US $385 per night

10.0 (189 Reviews)

2 Bedrooms 9 Guests

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Apartment

Spacious and Modern 3BD 2BA Home- Garage Parking!

From US $299 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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Condo

NEW LUXURY CONDO WITH PATIO DECK

From US $304 per night

10.0 (180 Reviews)

1 Bedroom 5 Guests

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Apartment

Pulaski Point Properties

From US $189 per night

9.8 (32 Reviews)

3 Bedrooms 6 Guests

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Apartment

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

From US $293 per night

10.0 (156 Reviews)

2 Bedrooms 6 Guests

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Apartment

Irving Park updated vintage top unit 2-flat

From US $320 per night

9.8 (31 Reviews)

2 Bedrooms 6 Guests

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Apartment

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

From US $226 per night

10.0 (116 Reviews)

2 Bedrooms 6 Guests

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Apartment

The Avondale Attic

From US $120 per night

9.8 (12 Reviews)

1 Bedroom 4 Guests

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Apartment

Deluxe Chicago 2 Bedroom Guest Suite. Amazing Deal & Location (Roscoe Village)!

From US $279 per night

10.0 (107 Reviews)

2 Bedrooms 6 Guests

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Apartment

Avenir West Loop Penthouses with Iconic City Views

From US $1,192 per night

9.8 (6 Reviews)

10 Bedrooms 24 Guests

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Apartment

Trendy 2BR Apartment in Logan Square!

From US $233 per night

10.0 (84 Reviews)

2 Bedrooms 5 Guests

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Apartment

First Floor Condo In Chicago

From US $178 per night

9.7 (15 Reviews)

2 Bedrooms 12 Guests

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House

Private Historic Coach House Wicker Park

From US $411 per night

10.0 (65 Reviews)

2 Bedrooms 5 Guests

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Apartment

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

From US $222 per night

10.0 (61 Reviews)

2 Bedrooms 4 Guests

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Condo

EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!

From US $433 per night

10.0 (56 Reviews)

2 Bedrooms 6 Guests

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Apartment

Entire Below Level Studio w/Private Sauna

From US $217 per night

10.0 (54 Reviews)

1 Bedroom 3 Guests

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Apartment

Stylish and Cute 2BR Apartment Near Wrigley!

From US $276 per night

10.0 (45 Reviews)

2 Bedrooms 4 Guests

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Apartment

Wrigley Field Views & Cubs Vibes – Stay Across the Street!

From US $593 per night

10.0 (44 Reviews)

2 Bedrooms 4 Guests

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Apartment

River North Central Home With Balcony

From US $347 per night

10.0 (4 Reviews)

2 Bedrooms 5 Guests

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Apartment

The Wrigleyville VIP-200 Steps from Wrigley Field

From US $308 per night

9.7 (13 Reviews)

2 Bedrooms 6 Guests

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Bed & Breakfast

Wicker Park Inn

From US $307 per night

9.0 (249 Reviews)

1 Bedroom 2 Guests

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Apartment

Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck

From US $331 per night

10.0 (4 Reviews)

2 Bedrooms 6 Guests

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Apartment

Lincoln Park Light-Filled Loft

From US $257 per night

9.7 (9 Reviews)

1 Bedroom 4 Guests

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House

Chicago Avenue Inn

From US $132 per night

7.0 (90 Reviews)

1 Bedroom 2 Guests

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Apartment

Brand New 2BR Chicago City Escape

From US $270 per night

10.0 (4 Reviews)

2 Bedrooms 6 Guests

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Apartment

The Roscoe Village Guesthouse

From US $360 per night

9.7 (8 Reviews)

3 Bedrooms 6 Guests

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Hotel

4BR Corporate Suite Central and Modern

From US $486 per night

10.0 (3 Reviews)

4 Bedrooms 10 Guests

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Apartment

2 Mi to Logan Square: Pet-Friendly Unit w/Yard!

From US $220 per night

10.0 (4 Reviews)

2 Bedrooms 4 Guests

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Apartment

Chic & Fully Furnished 2BR Apartment - Roscoe 1

From US $345 per night

9.7 (3 Reviews)

2 Bedrooms 4 Guests

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Apartment

REMODELED Splendid Flat in Bucktown +Back Porch, Ranked GUEST FAVORITE! Pets OK!

From US $219 per night

10.0 (4 Reviews)

2 Bedrooms 6 Guests

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Apartment

Entire Apartment in heart of Lincoln Park & Lake Sea and beach

From US $181 per night

9.7 (3 Reviews)

1 Bedroom 4 Guests

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Apartment

Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover

From US $175 per night

10.0 (4 Reviews)

1 Bedroom 6 Guests

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Apartment

Wrigley Oasis! Steps from the Field! - 3BD 1BA

From US $131 per night

9.5 (40 Reviews)

3 Bedrooms 6 Guests

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Apartment

Pine Beam Sloth Apartment next to Blue Line

From US $167 per night

10.0 (3 Reviews)

1 Bedroom 2 Guests

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Apartment

Bucktown Private Condo

From US $151 per night

9.5 (23 Reviews)

2 Bedrooms 4 Guests

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House

Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover

From US $339 per night

10.0 (3 Reviews)

1 Bedroom 2 Guests

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Apartment

Luxurious Lincoln Park Home with Gourmet Kitchen

From US $683 per night

9.5 (6 Reviews)

4 Bedrooms 10 Guests

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Apartment

Peaceful Living-2Bdrm/2Bath w/Private Parking, WiFi-Work Station-Wicker Park!

From US $310 per night

10.0 (3 Reviews)

2 Bedrooms 6 Guests

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Apartment

iKlektik House/Cardinal

From US $199 per night

9.5 (4 Reviews)

1 Bedroom 3 Guests

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Apartment

The Burrow at Wrigley

From US $277 per night

10.0 (3 Reviews)

2 Bedrooms 4 Guests

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Bed & Breakfast

Ray's Bucktown Bed and Breakfast

From US $271 per night

9.4 (202 Reviews)

11 Bedrooms 31 Guests

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House

Charming apartment king bed with AC, WiFi

From US $213 per night

10.0 (3 Reviews)

1 Bedroom 3 Guests

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House

The Avondale Guesthouse

From US $283 per night

9.4 (135 Reviews)

3 Bedrooms 6 Guests

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Apartment

Flexhome Ukrainian Village 2BR D2

From US $187 per night

10.0 (3 Reviews)

2 Bedrooms 5 Guests

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Apartment

Superior

From US $120 per night

9.4 (35 Reviews)

3 Bedrooms 9 Guests

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About Palmer Square Vacation Rentals

Explore over 1709 vacation rentals in Palmer Square with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Palmer Square for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Palmer Square. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Palmer Square tailored to your preferences. On average, these rentals offer 791.81 ft² of space, and are priced at an average of US $457 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Palmer Square at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Palmer Square, IL

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Frequently Asked Questions About Palmer Square?

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Discover the ideal vacation rental in Palmer Square with SunSki Resorts™. We provide an extensive selection of over 1709 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Palmer Square.