Dunmore Bahamas - Vacation Rentals in Downtown Chicago
Apartment
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking -
Pool -
Air Conditioner -
Internet
US $1,516
/Night
7 Nights - $10,612
Apartment
10.0
(
124 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
1850 ft²
-
Balcony/Terrace -
Kitchen -
Air Conditioner
-
Internet
US $836
/Night
7 Nights - $5,850
Bed & Breakfast
9.8
(
209 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Kitchen
-
Air Conditioner
-
Internet
US $327
/Night
7 Nights - $2,288
Apartment
10.0
(
413 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront -
Parking
-
Pool
-
Ocean View
US $313
/Night
7 Nights - $2,189
Apartment
10.0
(
233 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $313
/Night
7 Nights - $2,189
Apartment
10.0
(
133 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
1000 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,248
Apartment
10.0
(
67 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $293
/Night
7 Nights - $2,053
Condo
10.0
(
55 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1507 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $488
/Night
7 Nights - $3,415
See More Downtown Chicago Vacation Rentals
Luxury Places to Stay in Downtown Chicago
Over 2819+
Luxury Places to Stay in or Near Downtown Chicago
Hotel
9.2
(
1333 Reviews
)
411.97 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $5,530
/Night
7 Nights - $38,711
New
Apartment
7 Bedrooms
8 Bathrooms
22 Guests
6025 ft²
-
Hot Tub -
Parking
-
Pool
-
Balcony/Terrace
US $5,048
/Night
7 Nights - $35,337
US $3,761
/Night
7 Nights - $26,327
Apartment
8 Bedrooms
6 Bathrooms
16 Guests
4800.7 ft²
-
Parking
-
View -
Air Conditioner
-
Internet
US $3,579
/Night
7 Nights - $25,053
Apartment
10.0
(
1 Review
)
9 Bedrooms
9 Bathrooms
16 Guests
4585 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $3,567
/Night
7 Nights - $24,971
House
6 Bedrooms
5 Bathrooms
26 Guests
4294.8 ft²
-
Private Beach -
Breakfast
-
EV Charge Station -
Parking
US $3,466
/Night
7 Nights - $24,260
House
10.0
(
36 Reviews
)
5 Bedrooms
5 Bathrooms
14 Guests
7000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $3,346
/Night
7 Nights - $23,420
Condo
10.0
(
3 Reviews
)
10 Bedrooms
9 Bathrooms
16 Guests
3337 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $3,262
/Night
7 Nights - $22,831
Find More Downtown Chicago Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Downtown Chicago
Over 1034+
Top-Rated Vacation Rentals with a Pool in or Near Downtown Chicago
Apartment
10.0
(
13 Reviews
)
2 Bedrooms
3 Bathrooms
8 Guests
2600 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $647
/Night
7 Nights - $4,528
Apartment
10.0
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $530
/Night
7 Nights - $3,708
Apartment
10.0
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $494
/Night
7 Nights - $3,457
Apartment
10.0
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
3000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,787
/Night
7 Nights - $12,511
Apartment
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
700 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $668
/Night
7 Nights - $4,673
Apartment
10.0
(
6 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1261 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $482
/Night
7 Nights - $3,371
Apartment
10.0
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1467 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $700
/Night
7 Nights - $4,897
Apartment
10.0
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $592
/Night
7 Nights - $4,146
Pet-Friendly Vacation Rentals in Downtown Chicago
Over 1306+
Pet-Friendly Vacation Rentals in or Near Downtown Chicago
Apartment
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
8 Guests
1603.82 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
View
US $454
/Night
7 Nights - $3,178
Apartment
10.0
(
29 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2300 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $685
/Night
7 Nights - $4,794
Apartment
9.4
(
834 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $303
/Night
7 Nights - $2,120
Apartment
10.0
(
26 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1250 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $334
/Night
7 Nights - $2,341
Apartment
10.0
(
24 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $638
/Night
7 Nights - $4,466
Apartment
10.0
(
16 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $539
/Night
7 Nights - $3,772
Apartment
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
1800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $544
/Night
7 Nights - $3,805
Condo
10.0
(
13 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1292 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,127
/Night
7 Nights - $7,887
See More Pet-Friendly Vacation Rentals in Downtown Chicago on PetFriendly.io
Large Vacation Homes & Villas in Downtown Chicago
Over 302+
Large Vacation Homes & Villas in or Near Downtown Chicago
Apartment
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
1194.79 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $1,599
/Night
7 Nights - $11,193
Condo
10.0
(
35 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $845
/Night
7 Nights - $5,913
US $857
/Night
7 Nights - $6,001
Apartment
10.0
(
26 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
1350 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $643
/Night
7 Nights - $4,501
House
10.0
(
26 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $390
/Night
7 Nights - $2,733
Apartment
10.0
(
18 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
2500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $557
/Night
7 Nights - $3,896
House
10.0
(
9 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
3000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $846
/Night
7 Nights - $5,921
Apartment
10.0
(
8 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $647
/Night
7 Nights - $4,526
See More Family Vacation Rentals in Downtown Chicago on FVR
Wheelchair Accessible Vacation Homes in Downtown Chicago
Over 1999+
Wheelchair Accessible Vacation Homes in or Near Downtown Chicago
Bed & Breakfast
9.4
(
38 Reviews
)
11 Bedrooms
7 Bathrooms
22 Guests
315.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Wheelchair Accessible
US $139
/Night
7 Nights - $973
Apartment
10.0
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $430
/Night
7 Nights - $3,010
Hostel
9.0
(
1349 Reviews
)
1 Bedroom
1 Bathroom
-
Air Conditioner
-
Internet
-
Wheelchair Accessible
-
Accessibility
US $136
/Night
7 Nights - $953
Condo
10.0
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
807 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $759
/Night
7 Nights - $5,310
New
Apartment
10.0
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
915 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $749
/Night
7 Nights - $5,243
Apartment
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $486
/Night
7 Nights - $3,399
Apartment
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
848 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $476
/Night
7 Nights - $3,330
Apartment
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
350 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $359
/Night
7 Nights - $2,513
Downtown Chicago Vacation Rentals and Airbnb Places to Stay Under $200
Over 1037+
Downtown Chicago Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
495.14 ft²
-
Air Conditioner
-
Internet
-
Accessibility
-
Wellness Facilities
US $193
/Night
7 Nights - $1,351
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
350 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $186
/Night
7 Nights - $1,299
Hostel
8.2
(
491 Reviews
)
1 Bedroom
1 Bathroom
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
US $170
/Night
7 Nights - $1,192
Condo
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
784 ft²
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $123
/Night
7 Nights - $861
Condo
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $166
/Night
7 Nights - $1,162
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
625 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $146
/Night
7 Nights - $1,023
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
950 ft²
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $140
/Night
7 Nights - $982
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
518 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $118
/Night
7 Nights - $824
Instantly Bookable Vacation Homes in Downtown Chicago
Over 1811+
Instantly Bookable Vacation Homes in or Near Downtown Chicago
Condo
10.0
(
39 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $617
/Night
7 Nights - $4,318
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $266
/Night
7 Nights - $1,861
Apartment
10.0
(
19 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
US $323
/Night
7 Nights - $2,263
Condo
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $718
/Night
7 Nights - $5,024
Apartment
10.0
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $456
/Night
7 Nights - $3,194
Apartment
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
550 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $373
/Night
7 Nights - $2,614
Apartment
10.0
(
4 Reviews
)
6 Bedrooms
6 Bathrooms
22 Guests
5000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,338
/Night
7 Nights - $9,363
Condo
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3000 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $757
/Night
7 Nights - $5,301
About Downtown Chicago Vacation Rentals
With more than 2828 Downtown Chicago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Downtown Chicago.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Downtown Chicago, 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 Downtown Chicago. Places to stay near Downtown Chicago are 734.09 ft² on average, with prices averaging US $418 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Downtown Chicago 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 Downtown Chicago
| Type | Count |
|---|---|
| Holiday Apartments | 1739 |
| Hotels | 633 |
| Vacation Homes | 334 |
| Resorts | 11 |
| Hostels | 5 |
| B&B | 3 |
| Cabin Rentals | 2 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Downtown Chicago
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas 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 Downtown Chicago.
Weather in Downtown Chicago
View the weather forecast for Downtown Chicago before booking your Downtown Chicago 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 Downtown Chicago, IL
Chicago
6,193 Properties
Chicago
3,578 Properties
Central Chicago
1,444 Properties
The Loop
624 Properties
Near North Side
565 Properties
River North
332 Properties
West Loop
181 Properties
Streeterville
125 Properties
Rush and Division
65 Properties
West Loop Gate
41 Properties
Gold Coast
35 Properties
Killgubbin
29 Properties
Complexes around Downtown Chicago, IL
Wells Apartments St Chicago
132 Properties
Kasa River North
12 Properties
Gold Coast Doorman Blocks
9 Properties
Naperville Inn
9 Properties
Town
9 Properties
South Loop Grant Park
10 Properties
Accommodation Schaumburg
4 Properties
Claridge
3 Properties
Courtyard
3 Properties
Flat
3 Properties
Mccormick Place
3 Properties
The Blackstone Autograph
3 Properties
Travelodge
3 Properties
The Whitehall Hotel
2 Properties
Sonder Cros
1 Properties
Downtown Chicago Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Downtown Chicago?
There are a lot of options in Downtown Chicago. If you plan on staying in the Downtown Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown Chicago:
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- 4BR Old Town Chicago Loft | Walk to Wells St
- 52nd Floor Penthouse with Skyline Views and Pool
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Brilliant Downtown Chicago 3-Bedroom Condominium
- 50th Floor Mag Mile Views, Balcony, Pool, Gym
- Gorgeous 3BR River North Condo - Free Parking
- Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.
How many vacation rentals have private pools in Downtown Chicago?
There are 74 vacation rentals with private pools near Downtown Chicago. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Downtown Chicago are best for families?
If you are looking for a family-friendly vacation home in Downtown Chicago, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown Chicago:
How many vacation rentals are available in Downtown Chicago?
Currently, the total number of properties listed in 2026 is over 2828 in the Downtown Chicago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Downtown Chicago.
