Dunmore Bahamas - Vacation Rentals in Chicago
Apartment
10.0
(
257 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $285
/Night
7 Nights - $1,995
House
3.0
(
193 Reviews
)
9 Bedrooms
27 Bathrooms
23 Guests
-
Parking
-
Internet -
Child Friendly
US $7
/Night
7 Nights - $49
Bed & Breakfast
10.0
(
530 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $262
/Night
7 Nights - $1,833
New
Apartment
10.0
(
174 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $521
/Night
7 Nights - $3,649
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
(
104 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
650 ft²
-
Pool -
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $430
/Night
7 Nights - $3,007
House
9.8
(
92 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $185
/Night
7 Nights - $1,298
House
10.0
(
66 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $634
/Night
7 Nights - $4,437
See More Chicago Vacation Rentals
Luxury Places to Stay in Chicago
Over 10000+
Luxury Places to Stay in or Near Chicago
House
4 Bedrooms
2 Bathrooms
7 Guests
-
Air Conditioner
-
Internet
-
Laundry -
Security/Safety
Unlock the Best Price
New
Hotel
-
Breakfast -
Parking
-
Kitchen
-
Air Conditioner
Unlock the Best Price
RV Rental
1 Bedroom
1 Bathroom
9 Guests
-
Child Friendly
-
Security/Safety
US $6,160
/Night
7 Nights - $43,119
House
3 Bedrooms
1 Bathroom
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $5,802
/Night
7 Nights - $40,612
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
Apartment
10.0
(
1 Review
)
7 Bedrooms
7 Bathrooms
15 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $4,724
/Night
7 Nights - $33,065
See More Chicago Luxury Vacation Rentals
Find More Chicago Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chicago
Over 2060+
Top-Rated Vacation Rentals with a Pool in or Near Chicago
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
(
67 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $293
/Night
7 Nights - $2,053
House
10.0
(
43 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1200 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $670
/Night
7 Nights - $4,693
Apartment
10.0
(
43 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1400 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $477
/Night
7 Nights - $3,342
House
10.0
(
42 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2209 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $681
/Night
7 Nights - $4,769
Apartment
10.0
(
42 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
735 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $236
/Night
7 Nights - $1,654
Condo
10.0
(
36 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $421
/Night
7 Nights - $2,948
See More Chicago Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Chicago
Over 5241+
Pet-Friendly Vacation Rentals in or Near Chicago
House
9.6
(
53 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $449
/Night
7 Nights - $3,143
Apartment
9.7
(
18 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1001.04 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $299
/Night
7 Nights - $2,093
Bed & Breakfast
8.0
(
659 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Internet
-
Pet Friendly
-
Security/Safety
US $223
/Night
7 Nights - $1,564
Condo
10.0
(
130 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2200 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $414
/Night
7 Nights - $2,898
House
9.8
(
54 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $656
/Night
7 Nights - $4,593
Apartment
10.0
(
102 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $348
/Night
7 Nights - $2,436
Apartment
9.6
(
62 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $254
/Night
7 Nights - $1,776
House
9.8
(
103 Reviews
)
3 Bedrooms
3 Bathrooms
20 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $776
/Night
7 Nights - $5,433
See More Pet-Friendly Vacation Rentals in Chicago on PetFriendly.io
Large Vacation Homes & Villas in Chicago
Over 1976+
Large Vacation Homes & Villas in or Near Chicago
House
8.6
(
34 Reviews
)
5 Bedrooms
2 Bathrooms
7 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $605
/Night
7 Nights - $4,232
Hostel
5.8
(
62 Reviews
)
16 Bedrooms
1 Bathroom
32 Guests
-
Parking
-
Internet
-
Child Friendly
US $19
/Night
7 Nights - $133
House
4 Bedrooms
1 Bathroom
12 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $1,352
/Night
7 Nights - $9,464
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
(
117 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
2300 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $892
/Night
7 Nights - $6,243
House
10.0
(
95 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1850 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $458
/Night
7 Nights - $3,209
House
10.0
(
85 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1715 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $294
/Night
7 Nights - $2,061
Apartment
10.0
(
68 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,138
/Night
7 Nights - $7,964
See More Family Vacation Rentals in Chicago on FVR
Wheelchair Accessible Vacation Homes in Chicago
Over 4156+
Wheelchair Accessible Vacation Homes in or Near 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
House
10.0
(
60 Reviews
)
5 Bedrooms
7 Bathrooms
12 Guests
6200 ft²
-
Parking
-
Spa -
Ocean View
-
Balcony/Terrace
US $1,995
/Night
7 Nights - $13,967
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
(
58 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
441 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $152
/Night
7 Nights - $1,067
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
10.0
(
27 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301 ft²
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $122
/Night
7 Nights - $853
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
Chicago Vacation Rentals and Airbnb Places to Stay Under $200
Over 4895+
Chicago Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
1 Bedroom
1 Bathroom
4 Guests
645.83 ft²
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $112
/Night
7 Nights - $784
Apartment
10.0
(
211 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
151 ft²
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $56
/Night
7 Nights - $390
House
9.8
(
180 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $122
/Night
7 Nights - $855
Apartment
10.0
(
198 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
151 ft²
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $61
/Night
7 Nights - $425
Apartment
10.0
(
83 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $177
/Night
7 Nights - $1,241
Apartment
10.0
(
64 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $189
/Night
7 Nights - $1,321
Apartment
10.0
(
57 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
850 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $197
/Night
7 Nights - $1,377
Apartment
10.0
(
48 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $189
/Night
7 Nights - $1,321
See More Chicago Vacation Rental Deals
Instantly Bookable Vacation Homes in Chicago
Over 6689+
Instantly Bookable Vacation Homes in or Near Chicago
Condo
10.0
(
38 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $664
/Night
7 Nights - $4,651
House
10.0
(
10 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
2800 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $51
/Night
7 Nights - $359
Apartment
9.6
(
22 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
900 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $268
/Night
7 Nights - $1,877
Condo
9.6
(
20 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
2094 ft²
-
Balcony/Terrace
-
Child Friendly
-
Laundry
-
Security/Safety
US $1,219
/Night
7 Nights - $8,534
House
9.8
(
73 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $356
/Night
7 Nights - $2,493
Apartment
10.0
(
121 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1650 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $598
/Night
7 Nights - $4,183
Cottage
9.6
(
20 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $425
/Night
7 Nights - $2,973
Condo
9.0
(
15 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
1850 ft²
-
Balcony/Terrace
-
Child Friendly
-
Laundry
-
Security/Safety
US $1,098
/Night
7 Nights - $7,688
See More Chicago Short-Term Vacation Rentals
About Chicago Vacation Rentals
With more than 12514 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 Chicago.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas 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 Chicago. Places to stay near Chicago are 740.64 ft² on average, with prices averaging US $368 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in 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 Chicago
| Type | Count |
|---|---|
| Holiday Apartments | 6136 |
| Vacation Homes | 3473 |
| Hotels | 1975 |
| B&B | 61 |
| Cottages | 51 |
| Resorts | 36 |
| Hostels | 28 |
| Villas | 24 |
| Cabin Rentals | 16 |
| Others | 7 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in 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 Chicago.
Weather in Chicago
View the weather forecast for Chicago before booking your 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
Top Attractions Around Chicago, IL
Dunmorebahamas offers a large selection of top attractions around Chicago. Research things to do on your vacation before you visit Chicago.
Navy Pier
Wrigley Field
McCormick Place
Millennium Park
Union Station
Soldier Field
Willis Tower
Art Institute of Chicago
Naval Base Great Lakes
United Center
Grant Park
John G. Shedd Aquarium
Chicago Museum of Science and Industry
Chicago Theatre
Chicago Riverwalk
Field Museum of Natural History
Six Flags Great America
University of Chicago
Brookfield Zoo
Northwestern University
Other Places to Stay Near Chicago, IL
Cook County
4,698 Properties
Chicago
3,578 Properties
Central Chicago
1,444 Properties
Downtown Chicago
1,370 Properties
West Side
741 Properties
The Loop
624 Properties
Lake County
569 Properties
Near North Side
565 Properties
North Side
498 Properties
DuPage County
459 Properties
River North
332 Properties
Far North Side
330 Properties
Complexes around Chicago, IL
Wells Apartments St Chicago
131 Properties
Naperville Inn
18 Properties
Town
17 Properties
South Loop Grant Park
28 Properties
Lakeview
17 Properties
Wrigley
31 Properties
Mccormick Place
6 Properties
Kasa River North
12 Properties
Transit Dt
14 Properties
Doubletree
3 Properties
Hilton
6 Properties
Breakfast
17 Properties
Gold Coast Doorman Blocks
9 Properties
Lofts
13 Properties
Courtyard
3 Properties
Chicago Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chicago?
There are a lot of options in Chicago. If you plan on staying in the 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 Chicago:
- The Sono Chicago
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- Remodeled, spacious and bright apartment — near Loyola, beach & subway
- 51st Floor MagMile Penthouse Views Balcony Pool
- NEW LUXURY PENTHOUSE CONDO
- Full Bed | Non Smoking
- NEW LUXURY CONDO WITH PATIO DECK
- King Bed | Non smoking
How many vacation rentals have private pools in Chicago?
There are 332 vacation rentals with private pools near Chicago. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chicago are best for families?
If you are looking for a family-friendly vacation home in 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 Chicago:
How many vacation rentals are available in Chicago?
Currently, the total number of properties listed in 2026 is over 12514 in the Chicago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chicago.
