Bridgeport Pet Friendly Vacation Rentals
New
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1600 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $782/Night
7 Nights - US $5,472
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
EV Charge Station- Parking
- Air Conditioner
Internet
US $437/Night
7 Nights - US $3,061
Apartment
9.4Exceptional
(469 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,302
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $429/Night
7 Nights - US $3,001
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
Apartment
- Chicago
- ·
- Bridgeport
- 0.64 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $247/Night
7 Nights - US $1,727
Condo
9.8Exceptional
(28 Reviews)
3 Bedrooms
2 Baths
6 Guests
1750 ft²
Child Friendly
US $234/Night
7 Nights - US $1,639
New
Apartment
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
Pet-Friendly Vacation Rentals in Bridgeport
Over 591+ Pet-Friendly Vacation Rentals in or Near Bridgeport
New
Apartment
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $817/Night
7 Nights - US $5,722
Apartment
9.2Exceptional
(1195 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $234/Night
7 Nights - US $1,637
Condo
9.2Exceptional
(17 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $354/Night
7 Nights - US $2,475
Apartment
- Chicago
- ·
- Near South Side
- 0.39 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
850.35 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $1,176/Night
7 Nights - US $8,231
New
Apartment
2.0Average
(1 Review)
8 Bedrooms
8 Baths
20 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,156/Night
7 Nights - US $15,089
New
Apartment
2.0Average
(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
New
Apartment
6 Bedrooms
6 Baths
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,694/Night
7 Nights - US $11,856
New
Apartment
6 Bedrooms
6 Baths
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,675/Night
7 Nights - US $11,728
Luxury Places to Stay in Bridgeport
Over 582+ Luxury Places to Stay in or Near Bridgeport
New
Apartment
2 Bedrooms
2 Baths
8 Guests
1205.56 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $6,350/Night
7 Nights - US $44,450
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
6 Baths
16 Guests
3165 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,319/Night
7 Nights - US $16,235
Hotel
- Chicago
- ·
- Near South Side
- 0.34 mi to center
3 Baths
1101.51 ft²
- EV Charge Station
- Parking
- Balcony/Terrace
- Air Conditioner
US $2,250/Night
7 Nights - US $15,750
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
5 Bedrooms
4 Baths
12 Guests
2303.48 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $2,198/Night
7 Nights - US $15,383
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
5 Bedrooms
3 Baths
12 Guests
1851.39 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $2,119/Night
7 Nights - US $14,833
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.6Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
8 Guests
2368.06 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $1,466/Night
7 Nights - US $10,262
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
2152.78 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $1,225/Night
7 Nights - US $8,576
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
7.0Very Good
(2 Reviews)
6 Bedrooms
3 Baths
12 Guests
2604.87 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $1,224/Night
7 Nights - US $8,566
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
5 Bedrooms
2 Baths
14 Guests
2088 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,223/Night
7 Nights - US $8,559
Top-Rated Vacation Rentals with a Pool in Bridgeport
Over 151+ Top-Rated Vacation Rentals with a Pool in or Near Bridgeport
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
499 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $102/Night
7 Nights - US $711
Hotel
- Chicago
- ·
- Illinois Medical District
- 0.33 mi to center
9.3Exceptional
(360 Reviews)
1 Bath
338.47 ft²
Private Pool
Oceanfront
Breakfast- Parking
US $619/Night
7 Nights - US $4,336
Hotel
8.7Fabulous
(1896 Reviews)
8 Baths
862.91 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $246/Night
7 Nights - US $1,720
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
8.6Fabulous
(284 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $291/Night
7 Nights - US $2,035
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
8.5Fabulous
(750 Reviews)
1 Bath
333.68 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $229/Night
7 Nights - US $1,604
House
- Chicago
- ·
- Grand Boulevard
- 0.32 mi to center
8.3Excellent
(12 Reviews)
6 Bedrooms
5 Baths
15 Guests
3196.88 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $657/Night
7 Nights - US $4,597
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
7.7Very Good
(348 Reviews)
1 Bath
333.68 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,133
Condo
- Chicago
- ·
- University Village / Little Italy
- 0.42 mi to center
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $355/Night
7 Nights - US $2,482
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
3 Bedrooms
2 Baths
6 Guests
1511 ft²
- Pool
Spa- Kitchen
- Air Conditioner
US $307/Night
7 Nights - US $2,147
Large Vacation Homes & Villas in Bridgeport
Over 41+ Large Vacation Homes & Villas in or Near Bridgeport
New
Apartment
4 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,202/Night
7 Nights - US $8,417
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1194.79 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $549/Night
7 Nights - US $3,845
Apartment
3 Bedrooms
1 Bath
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $309/Night
7 Nights - US $2,163
New
Apartment
4 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,188/Night
7 Nights - US $8,316
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
1194.79 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $828/Night
7 Nights - US $5,794
New
House
- Chicago
- ·
- Back of the Yards
- 0.85 mi to center
5 Bedrooms
1 Bath
9 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $117/Night
7 Nights - US $817
Apartment
- Chicago
- ·
- Little Village
- 0.68 mi to center
8.0Excellent
(4 Reviews)
1 Bedroom
1 Bath
12 Guests
1023 ft²
- Oceanfront
- Parking
Ocean View- View
US $288/Night
7 Nights - US $2,019
Apartment
- Chicago
- ·
- Little Village
- 0.68 mi to center
1 Bedroom
1 Bath
12 Guests
1001 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $308/Night
7 Nights - US $2,158
House
10.0Exceptional
(15 Reviews)
5 Bedrooms
3 Baths
8 Guests
4000 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $902/Night
7 Nights - US $6,312
Wheelchair Accessible Vacation Homes in Bridgeport
Over 335+ Wheelchair Accessible Vacation Homes in or Near Bridgeport
New
Apartment
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
House
- Chicago
- ·
- Near South Side
- 0.88 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
US $441/Night
7 Nights - US $3,089
Apartment
- Chicago
- ·
- Near West Side
- 0.34 mi to center
9.6Exceptional
(271 Reviews)
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $126/Night
7 Nights - US $882
New
Apartment
2 Bedrooms
2 Baths
5 Guests
1080 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
House
- Chicago
- ·
- Near South Side
- 0.88 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
- Air Conditioner
- Internet
- Pet Friendly
Wheelchair Accessible
US $351/Night
7 Nights - US $2,454
Condo
- Chicago
- ·
- South Loop
- 0.39 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
3 Baths
6 Guests
1000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $533/Night
7 Nights - US $3,733
Condo
- Chicago
- ·
- South Loop
- 0.68 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
689 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $531/Night
7 Nights - US $3,720
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
583 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $90/Night
7 Nights - US $631
Apartment
9.8Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $396/Night
7 Nights - US $2,773
Bridgeport Petfriendly and Airbnb Homes Under $200
Over 241+ Bridgeport Petfriendly and Airbnb Homes Under $200
House
- Chicago
- ·
- Near West Side
- 0.33 mi to center
6.8Good
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $996
Apartment
- Chicago
- ·
- South Loop
- 0.22 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
441.32 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $185/Night
7 Nights - US $1,295
Condo
- Chicago
- ·
- Grand Boulevard
- 0.49 mi to center
1 Bedroom
1 Bath
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $180/Night
7 Nights - US $1,259
Condo
- Chicago
- ·
- Heart of Chicago
- 0.60 mi to center
6.4Good
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $148/Night
7 Nights - US $1,033
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,197
Condo
6.0Good
(1 Review)
2 Bedrooms
2 Baths
3 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $130/Night
7 Nights - US $908
House
- Chicago
- ·
- Brighton Park
- 0.92 mi to center
4.0Average
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $101/Night
7 Nights - US $707
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
2 Baths
4 Guests
1161 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,399
Apartment
1 Bedroom
1 Bath
2 Guests
600 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $199/Night
7 Nights - US $1,393
Instantly Bookable Vacation Homes in Bridgeport
Over 332+ Instantly Bookable Vacation Homes in or Near Bridgeport
Condo
- Chicago
- ·
- South Loop
- 0.43 mi to center
9.8Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $494/Night
7 Nights - US $3,459
Apartment
- Chicago
- ·
- South Loop
- 0.44 mi to center
9.8Exceptional
(35 Reviews)
2 Bedrooms
3 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $533/Night
7 Nights - US $3,733
Condo
- Chicago
- ·
- South Loop
- 0.44 mi to center
9.8Exceptional
(31 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $533/Night
7 Nights - US $3,733
Apartment
- Chicago
- ·
- Bronzeville
- 0.39 mi to center
9.8Exceptional
(30 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $223/Night
7 Nights - US $1,561
Condo
- Chicago
- ·
- South Loop
- 0.43 mi to center
9.8Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $522/Night
7 Nights - US $3,654
Apartment
9.8Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
6 Guests
1109 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $812/Night
7 Nights - US $5,687
Apartment
- Chicago
- ·
- Bridgeport
- 0.52 mi to center
9.8Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $252/Night
7 Nights - US $1,765
Condo
- Chicago
- ·
- Printers Row
- 0.25 mi to center
9.6Exceptional
(33 Reviews)
2 Bedrooms
2 Baths
6 Guests
689 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $533/Night
7 Nights - US $3,733
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
9.6Exceptional
(22 Reviews)
1 Bedroom
1 Bath
7 Guests
710 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $331/Night
7 Nights - US $2,314
Book a Last Minute Place to Stay in Bridgeport
About Bridgeport Vacation Rentals
There are more than 1590 places to stay in Bridgeport and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Bridgeport.
Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Bridgeport, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Bridgeport. Places to stay near Bridgeport are 805.3 ft² on average, with prices averaging US $412 a night.
PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Bridgeport with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.
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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Bridgeport
| Type | Count |
|---|---|
| Holiday Apartments | 1147 |
| Vacation Homes | 145 |
| Villas | 2 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Bridgeport
★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Bridgeport.
Weather in Bridgeport, IL
View the weather forecast for Bridgeport before booking your hotel or rental.
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 in Bridgeport, IL
Frequently Asked Questions About Bridgeport?
What are the top vacation rentals in Bridgeport?
Find the best options in or near Bridgeport for pet-friendly travel. If you are planning a trip or vacation in Bridgeport, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Bridgeport:
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- Large historic home minutes from downtown Chicago and the lakefront.
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Cozy Downtown MICH AVE #7 | gym+rooftop
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- The Neighborhood Hotel - Little Italy Two Bedroom
- The Neighborhood Hotel - Little Italy Studio
- Walkable 2BR Apartment in Chicago South Loop with Optional Parking and Gym Access Near McCormick Place, Museum Campus & Lakefront
- Spacious 3BR · Bronzeville/South Loop · Sleeps 8
- Cozy 2BR South Loop Condo with Optional Parking and Gym Near McCormick Place, Public Transit & City Hotspots
Which vacation homes in Bridgeport are best for families?
Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Bridgeport? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Bridgeport:
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- McCormick Place 2BR Spacious Corner Unit with Optional Parking Sleeps 6 Guests Near Soldier Field and Grant Park
- Stylish Corner 2BR in the Loop | City & Lake Views
How many PetFriendly vacation rentals are available in Bridgeport?
PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2026 is over 1590 in the Bridgeport area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Bridgeport.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Lower West Side Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 37 |
| Armour Square Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 1532 |
| McKinley Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 864 |
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