Lakes Resorts - Vacation Rentals in Bucktown

The Hotel & Athletic Club at Midtown From US $1,255
         

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8.9 (182 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Bucktown

Over 3111+ Luxury Places to Stay in or Near Bucktown
Wrigley 4BR Home, Sleeps 10 From US $3,786
         

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New
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  • Child Friendly
Unique Luxury Fulton Market Penthouse - Sleeps 32 From US $3,663
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
: The Wolcott : Modern Elegance at Its Finest From US $3,557
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Top-Rated Vacation Rentals with a Pool in Bucktown

Over 420+ Top-Rated Vacation Rentals with a Pool in or Near Bucktown
Luxury Designer Penthouse 3804 | Pool | Gold Coast From US $1,274
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Designer Penthouse 3803 | Pool | Gold Coast From US $1,191
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Designer Penthouse Combo West | Gold Coast From US $2,558
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
BlueJay/Unique One Bedroom Full of Amazing Art From US $244
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Bucktown

Over 1301+ Pet-Friendly Vacation Rentals in or Near Bucktown
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood From US $354
         

Bright and Cozy 1BR Apartment in Logan Square! From US $112
         

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New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
The Villa Toscana From US $103
         

7.8 (636 Reviews)
Bed & Breakfast
  • Parking
  • Pet Friendly
  • Security/Safety
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld! From US $195
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field From US $615
         

10.0 (113 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Logan Square Luxury: 5 bedroom - sleeps 16! From US $953
         

9.8 (53 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6 From US $314
         

10.0 (96 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Avondale Lower Level From US $251
         

9.6 (60 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Bucktown on PetFriendly.io

Large Vacation Homes & Villas in Bucktown

Over 496+ Large Vacation Homes & Villas in or Near Bucktown
4BR Old Town Chicago Loft | Walk to Wells St From US $949
         

10.0 (120 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Logandale: HUGE Mid-Century Home, sleeps 15 From US $484
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups From US $1,129
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Large 4BR/3BA Safe Old Town Location Walk Everywhere From US $1,327
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,381
         

5 Bedroom Wrigleyville experience right by stadium From US $903
         

10.0 (63 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Bucktown

Over 894+ Wheelchair Accessible Vacation Homes in or Near Bucktown
Luxury House in the heart of Old Town with Parking From US $1,882
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern River West 2BR with W&D by Zencity From US $77
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Publishing House B&B From US $208
         

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9.8 (199 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Luxury Loft Collection 703 - Terrace - River North From US $1,572
         

10.0 (26 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 02 - Terrace - River North From US $1,566
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Central Apartment w/Skyline Views From US $465
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $1,000
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern & Bright Chicago City Escape From US $388
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Bucktown Vacation Rentals and Airbnb Places to Stay Under $200

Over 1012+ Bucktown Vacation Rentals and Airbnb Places to Stay Under $200
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
The Sono Chicago From US $140
         

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10.0 (498 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Cozy 1 Bedroom Apt near Logan Sq Chicago From US $200
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
The Avondale Attic From US $82
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Smart West Loop Studio w/Pool, Gym, nr. Fulton Market, by Blueground From US $150
         

Instantly Bookable Vacation Homes in Bucktown

Over 1792+ Instantly Bookable Vacation Homes in or Near Bucktown
Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Unique Chicago Penthouse Loft - Amazing Deal & Location From US $393
         

3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $454
         

Wrigley Field Home Run 4 Bedroom, 2 Bathroom From US $1,083
         

9.6 (20 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Fireplace/Heating
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms From US $1,944
         

9.0 (15 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Child Friendly
Wrigley Field All Star Suite 3 Bedrooms 2 Bath From US $958
         

9.4 (22 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety

About Bucktown Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Lakesresorts Bucktown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bucktown. Places to stay near Bucktown are 344.45 ft² on average, with prices averaging $1,255 a night.

Lakesresorts makes it easy and safe to find and compare vacation rentals in Bucktown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bucktown

Type Count
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Bucktown

Pro Tip: Lakesresorts makes it easy to compare the best listings on Lakesresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakesresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bucktown.

Weather in Bucktown

View the weather forecast for Bucktown before booking your Bucktown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Bucktown, IL


Bucktown Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bucktown?

There are a lot of options in Bucktown. If you plan on staying in the Bucktown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bucktown:

How many vacation rentals are available in Bucktown?

Currently, the total number of properties listed in 2026 is over 1 in the Bucktown area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bucktown.