Vacation Rentals By Owner In Bridgeport, CT

Luxurious, airy & bright - the Bridgeport Dreamer was designed w/ modern travelers in mind. An elegant, boutique hotel-like experience w/ everything you need to relax & work peacefully. brbr✔ Plush 1 King size bed br✔ 1 Queen size bed br✔ Oversized sofa bed that sleeps 2 br✔ Dedicated office w/ desk, color printer & high speed fiber optic WI-FI br✔ Fully stocked kitchen w/ coffee/espresso & smoothie machine br✔ 2 full remodeled bathrooms w/ tile showers br✔ Beautiful stone private side yard br✔ Prime location

Luxurious & peaceful home, perfect location! 5 min from everything.

Bridgeport, Connecticut, United States

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Bath

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$696.21

Sound Mind is the ultimate retreat on Long Island Sound, offering a tranquil escape from the hustle and bustle of everyday life. This serene getaway provides breathtaking view. The interior is elegantly designed with a minimalist touch, featuring light colors and natural materials that reflect the coastal setting. Whether you're looking to unwind with a book or explore the nearby attractions, Sound Mind is the perfect haven for rejuvenation and relaxation for your family.

Beautiful Waterfront home in the amazing Black Rock Area!

Bridgeport, Connecticut, United States

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Bath

Sleeps

$359.62

Stay comfortably in Bridgeport at this 3-bedroom building. Each bedroom features a cozy queen bed, perfect for a good night's sleep. The property is equipped with essentials like an iron, AC, and heating. With 2 bathrooms available, guests can freshen up with ease. Experience a welcoming and charming atmosphere during your stay. We'll be available to answer any questions while you stay at our place.brbrThis cosy home is just one block fron serene Stafford CT. 8 min walk to Bridgeport Hospital, close to St. Vincent's Medical Center, The Adventure Park at the Discovery Museum, Sacred Heart University, Connecticut's Beardsley Zoo, Perry Memorial Arch. McLevy Green among others.

3-bedroom building in cool Bridgeport neighborhood one block from Stratford CT.

Bridgeport, Connecticut, United States

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Bath

Sleeps

$316.25

Discover the beauty of Bridgeport from this 3-bedroom house. Each bedroom features a comfortable queen bed, perfect for a restful night. The space stays cozy with heating and cool with air conditioning, making it inviting year-round. Guests will appreciate the thoughtful touches like an iron to keep things fresh. This charming house offers a welcoming atmosphere where you can relax and unwind after a day of exploring. A great place to call homebase while you're away, we hope you enjoy your stay.

3-bedroom house in excellent Bridgeport with cool AC breeze

Bridgeport, Connecticut, United States

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Bath

Sleeps

$214.67

Spacious 2-bed w/King basement apartment near Sacred Heart & BPT Hospitals. Despite being a basement unit, it is meticulously maintained and designed for comfort. Amenities like high-speed internet, W/D, kitchen with brand new fridge, dishes, tea, and coffee maker, lux memory foam beds and pillows, lux bedding & new TV/soundbar for streaming. Perfect for shift workers or families visiting, it offers a quiet zen retreat w/bright LED lighting, fans, and air purifier. Enjoy the large yard & swing.

Zen, Spacious & Comfy 2 bed, Lux beds

Bridgeport, Connecticut, United States

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Bath

Sleeps

$217.11

Your home away from home in Bridgeport offers a beautifully designed 2-bedroom, 2-bathroom apartment with the comfort and convenience you need for a relaxing stay.brThis welcoming space features a queen bed and a full bed, making it perfect for a small group, traveling professionals, or families. Each bathroom includes a refreshing shower and hair dryer for added convenience.brWhat truly sets this property apart:brPrivate separate entrance for your own space and flexibility brAssigned parking for one vehicle brFully equipped kitchen for easy meal preparation brIn-unit laundry access for added convenience brStandout living room with a bar area—perfect for relaxing, unwinding, or entertaining after a long day brThe apartment is thoughtfully designed to feel warm, comfortable, and move-in ready, with heating and air conditioning to keep you comfortable year-round.brWhether you're here for work or leisure, this serene retreat offers a peaceful, private environment while keeping you close to everything Bridgeport, Connecticut has to offer.brWe look forward to hosting you and making your stay truly enjoyable.

Cozy 2 bedroom 2 bath house with in charming private house near Fairfield Border

Bridgeport, Connecticut, United States

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Bath

Sleeps

Exceptional(6)

$556.29

Modern Renovated 5BR/2BA Home in Ideal LocationbrbrStay in style and comfort at this newly renovated 5-bedroom, 2-bathroom home, just steps from the best dining, shopping, and attractions.brbrWhy You’ll Love It:br• Fully Equipped Kitchen – Cook like a chef!br• Luxury Bedding – Rest easy with premium linens.br• Spacious Living Areas – Perfect spaces to unwind.br• Stunning Backyard – Relax and entertain in style.brbrBook now for an unforgettable stay!brbrThe SpacebrBedrooms Designed for ComfortbrEach bedroom ensures maximum relaxation with King or Queen beds, medium-sized closets with hangers, and convenient luggage racks. Modern furnishings and thoughtful details make these rooms perfect for short or extended stays.brbrSpacious & Invitingbr• 5 Bright Bedrooms: Sunlit spaces with comfortable beds and premium linens.br• 2 Modern Bathrooms: Stocked with soft towels and sleek fixtures.br• 2 Fully Equipped Kitchens: Everything you need to cook delicious meals.br• 2 Cozy Living Rooms: Perfect for unwinding after a day of exploring.br• Pull-Out Couch: Extra space for additional guests.br• Renovated Backyard: A perfect space to relax outdoors, enjoy meals, or just unwind.brbrExplore the CitybrStay close to top attractions, including museums, historic landmarks, and renowned restaurants. Stroll through nearby parks or enjoy a live show at the local theater. Public transportation is easily accessible, making city exploration effortless.brbrSpecial Featuresbr• High-Speed Internet: Fast Wi-Fi to stay connected.br• Fully Equipped Kitchen: Cook meals with ease.br• Smart TVs: Access your favorite streaming services.br• Self Check-In: Convenient keypad entry system.brbrGuest AccessbrFull & Private Access to Your Ideal RetreatbrEnjoy exclusive private access to the second and third floors of this charming multifamily home. Whether you're visiting for a productive business trip or a cozy romantic getaway, this thoughtfully designed space offers the perfect blend of comfort, privacy, and convenience. Relax, unwind, and create unforgettable memories in your ideal home away from home!brbrStep into a bright and inviting home with exclusive access to:br• Spacious Bedrooms – Comfort for restful nights.br• Modern Bathrooms – Fully equipped with everything you need.br• Fully Equipped Kitchens – Perfect for creating gourmet meals.br• Cozy Living Rooms – Ideal for unwinding after a busy day.brbrPerfect for romantic getaways, family trips, or business stays.brbrBonus: Enjoy the newly renovated backyard – a peaceful spot for outdoor dining, family fun, and unforgettable moments.brbrOther Things to Notebr• Bookings must be made by persons over 21 years of age. Any booking by persons younger will be automatically rejected. If discovered during your event, you agree to be immediately removed from the premises.br• For stays over 14 days, an additional cleaning fee is required.br• Security Cameras: There are security cameras around the property for your safety.brbrNearby AttractionsbrLocal Highlights:br• Famous Museums: Dive into Bridgeport's rich history and vibrant culture.br• Nearby Parks: Perfect for picnics, peaceful walks, and outdoor activities.br• Local Theater: Enjoy captivating live performances in the heart of Bridgeport.br• Beardsley Zoo: Fun-filled family attraction with exotic animal exhibits.br• Seaside Park: Ideal for relaxing picnics, beach views, and outdoor recreation.br• Captain's Cove Seaport: A charming marina with shops, restaurants, and live music.br• The Barnum Museum: Discover the legacy of P.T. Barnum in this iconic historical museum.br• Downtown Cabaret Theatre: Intimate live performances in Bridgeport's local theater.br• Discovery Museum: Hands-on science exhibits and interactive fun for all ages.br• Fifth State Distillery: Explore locally distilled spirits and discover Bridgeport's craft culture.br• St. Mary's by the Sea: Peaceful waterfront park perfect for enjoying scenic views.br• Housatonic Museum of Art: Explore unique exhibitions.br• Mongers Market: Shop local goods and unique artisanal products.br• Webster Bank Arena: Exciting concerts, sports, and entertainment at Bridgeport’s premier venue.brbrTop Restaurants Nearby:br• 29 Markle Ct: Upscale New American cuisine with fresh, local ingredients.br• Ralph 'n' Rich's: Cozy Italian-American dishes, including hearty pasta and seafood.br• Trattoria 'A Vucchella: Authentic Italian meals for romantic dinners or family gatherings.br• Paci Restaurant: Italian cuisine with vegetarian and gluten-free options.br• Joseph's Steakhouse: A top-tier steakhouse serving expertly prepared cuts of beef.br• Mario The Baker: Delicious Italian meals and pizza in a welcoming atmosphere.br• Brewport Brewing Company: American cuisine and craft beer in a trendy brewpub setting.br• Del Prete Italian Pastry: Authentic Italian pastries and desserts.br• Source Coffeehouse: Cozy café offering great coffee and light bites.br• Dunkin': Classic American café with coffee, donuts, and breakfast options.brbrOther Top Attractions Around Bridgeport:br• Central Park: Explore the iconic 843-acre park in Manhattan.br• The National 9/11 Memorial & Museum: A moving tribute to September 11.br• The Metropolitan Museum of Art: Explore over 5,000 years of global art.br• Empire State Building: Enjoy panoramic views from this iconic skyscraper.br• Top of the Rock: Stunning 360-degree views from Rockefeller Plaza.br• Broadway: Experience world-class theater with iconic musicals and shows.br• Grand Central Terminal: A historic transportation hub with world-class shopping and dining.br• The High Line: An elevated park offering incredible views of the Hudson River.br• Brooklyn Bridge: Spectacular views of the city.br• Statue of Liberty: A symbol of freedom, welcoming visitors from around the world.br• Times Square: NYC's commercial hub known for its neon lights and shopping.brbrBook Your Stay Now and Enjoy an Unforgettable Experience!

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Bridgeport, Connecticut, United States

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Bath

Sleeps

Exceptional(7)

$156.73

Please note location and area before booking!!! (DONT BOOK if you don’t know it’s loud and busy)brConveniently located Downtown Bridgeport. Feel free to light a fire. Unique hand tinted windows provides the space with an open feel although it is a small space. Queen size bed, fireplace, and aesthetics sets this apartment apart from any rental you can find. *pet fee for pets. Please let me know in advance.brThe spacebrThe property is located in the heart of Bridgeport, Connecticut, downtown. Surrounded by restaurants, bars, and other entertainment the building is an old industrial building converted to apartments due to it being downtown. It may be loud at times.brGuest accessbrGuess will have access to the full apartment and share the hallway to get into the apartment.

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Bridgeport, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(1)

$73.44

This is Central Quiet Peaceful unit on the second floor in a classic remodel town house built in 1900. It is closed from Train station and steps from the bus stop to train and mall. It is couple steps from family dollar. There is a a free private parking and street parking. It is 10 minutes away from the beach. It is managed by working from home professional who traveled Latin America , Europe, Asia, Middle East, and Russia using Airbnb. Ask the host for Indian, Vietnamese, and Turkish rests

Off 95 Highway Ex 26 Remodeled classic

Bridgeport, Connecticut, United States

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Bath

Sleeps

$205.08

2 bedroom apartment on second floor of a 2 family house. Walking distance to public transportation, and parks, etc. Apartment FEATURES -Large Eat In Kitchen -washer/dryer, Gas Stove, Refrigerator -2 bedrooms / 1 full bathroom, ceiling fans, vinyl blinds, Room darkening curtains, Laminate wood floors in living room & bedrooms -ceramic tile floor in kitchen and bathroom.

Beautiful 2 bedroom apartment in prime location of Bridgeport Connecticut

Bridgeport, Connecticut, United States

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Bath

Sleeps

$348.83

This Bridgeport house boasts 4 inviting bedrooms,Dinning room, living room, modern amenities. Guests enjoy a welcoming space with heating and air conditioning to keep the atmosphere just right. The quaint bathroom offers everything needed for a refreshing start to the day. Whether relaxing indoors or planning your next adventure, this tremendous home provides a cozy retreat. Free WIFI. You have the amazing space to yourself and your group. Spacious living room with TV and dining space.brWe're happy to assist with any questions while you stay at our house.

4-bedroom house in delightful Bridgeport with all you need to call Home

Bridgeport, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(9)

$168.67

Welcome to this beautiful Bridgeport piece of Art.brThis special place is close to everything, downtown, restaurants, 1 block from train station, bars. If you’re Commuting in for a concert, from the ferry, or just passing by, this space is has been curated to bring comfort and to be a home away from home. Unique windows and fireplace provides an ambience that’s sure to make your stay in Bridgeport ideal.brThe spacebrProperty is on a main street (John St. & Main St.) Downtown so parking is limited. Street parking is the best and convenient.brHowever, free parking on the weekends and after 6p on weekdays.brRental is located up a flight of stairs to the Second floor.brThere are multiple businesses located on the same street such as Hair supply, mobile store, liquor store, smoke shop, Dunkin Donuts, a Colombian restaurant, and much more.brGuest accessbrAll guest are provided with a private access code to use with the keypad. Same hallway code will allow access to the apartment. Guest will receive an exclusive code specific to their night stay and apartment.brGuest will also have the ability to use a keycard if available.

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Bridgeport, Connecticut, United States

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Bath

Sleeps

Exceptional(3)

$396.04

Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home away from home. This modern Apartment in Black rock exudes a sense of calm. Here you will find yourself near beautiful beaches, museums, light houses and parks. There are plenty of things to do and see. The space comes with a in-suite laundry and a fully equipped kitchen inside your space for a nice home-cooked meal, but if you're craving variety, there are a variety of restaurants walking distance away. And if you are ready to enjoy the night there are brewery options and tavern options as well. Your stay here will be both enjoyable and relaxing we are sure of it. Surrounded by art and entertainment, Blackrock Suites gives you the best of Blackrock!

3 Bedrm Apt at Black Rock Suites

Bridgeport, Connecticut, United States

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Bath

Sleeps

Exceptional(3)

$230.0

Consider this studio your home away from home while you visit Bridgeport. This charming space is located Downtown Bridgeport equipped with AC, iron, WiFi, and heating to ensure a comfortable stay for guests. Lets not forger to mention the unique windows that make this studio stay extremely comfortable. With one bathroom, this quaint studio is perfect for solo travelers or couples looking for a cozy retreat. Near Metro North/ Amtrak, Seaside Park, bars, restaurants, Port Jefferson Ferry, and the Total Mortgage Bank Arena; as well as Hartford healthcare Amphitheater. Perfect location for all. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Bridgeport, Connecticut, United States

Bath

Sleeps

Exceptional(2)

$175.12

WFH Friendly | Shared Yard | 4 Mi to Beach | 1 Mi to St. Vincent's Medical CenterbrbrSettle in for an extended getaway at this Bridgeport vacation rental! Whether you'll be commuting to a nearby hospital or working remotely from the on-site workspaces, this 3-bedroom, 1.5-bath home has all the comforts you'll need to enjoy your stay. Looking to explore the area Visit Connecticut's Beardsley Zoo or relax on the beach at Seaside Park. After busy days, prepare a home-cooked meal in the kitchen.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bed br- Bedroom 2: 1 full bed br- Bedroom 3: 1 full bedbrbrINDOOR LIVINGbr- 4 Smart TVsbr- 3 laptop-friendly workspacesbr- Dining tablebrbrKITCHENbr- Stove/oven, refrigerator, dishwasherbr- Keurig coffee maker (starter coffee provided)br- Dishware & flatware, cooking basicsbr- Microwave, blender, toaster, toaster ovenbr- Trash bags/paper towelsbrbrGENERALbr- Free WiFibr- Central heating & A/Cbr- Washer/dryer, laundry detergentbr- Linens/towels, hair dryerbrbrFAQ br- 1 exterior security camera (facing out), other duplex unit on-sitebrbrACCESSIBILITYbr- 2-story home, exterior stairs required to enterbr- Half bathroom on 1st floor, all bedrooms on 2nd floorbrbrPARKINGbr- Free street parking (first-come, first-served)br- No parking in drivewaybrbr-- THE LOCATION --brbr- Close to medical centersbr- 4 miles to Seaside Parkbr- 5 miles to Long Beach br- 7 miles to Connecticut Air & Space Centerbr- 18 miles to Yale University br- 22 miles to Tweed New Haven Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking or vapingbr- No pets allowed br- No events, parties, or large gatherings br- Must be at least 21 years old to book br- Additional fees and taxes may apply br- Photo ID is required upon check-in to verify the identity of the individual checking in matches that on the reservationbrbrADDITIONAL INFORMATIONbr- This 2-story home requires exterior stairs to enter. While it offers a half bathroom on the 1st floor, interior stairs are required to access the bedrooms on the 2nd floorbr- Your safety matters. This property features 1 exterior security camera located above the front door, facing the front yard/driveway. It does not look into any interior spaces. The camera records video and sound when activated by motionbr- There is another duplex unit on-site that shares the backyard; other tenants may be present during your stay

2 Mi to Dtwn: Well-Appointed Bridgeport Duplex!

Bridgeport, Connecticut, United States

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Bath

Sleeps

$297.08

Bridgeport is waiting for you at this 3-bedroom apartment. Inside, guests find three queen beds that promise restful nights. The bathroom features a refreshing shower to start your day right. Comfort is key here, with heating and AC ensuring a perfect temperature year-round. An iron is also available for those who like to keep things crisp. This fabulous space invites you to relax and unwind after a day of exploring. You're sure to make fantastic memories with a stay at our place.

Wonderful 3-bedroom apartment with AC in welcoming Bridgeport

Bridgeport, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(2)

$288.65

Your home away from home in Bridgeport with 4 bedrooms. This soothing apartment boasts 2 queen beds, 1 full bed, and 1 king bed, perfect for a pleasant stay. With AC and heating, guests can relax in comfort. The bathroom features a refreshing shower. You're sure to make fantastic memories with a stay at our place.

4-bedroom apartment in delightful Bridgeport with AC

Bridgeport, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(8)

$168.67

Please book after doing your research. brThis unique pad has all that’s needed for comfort and convenience. Minutes from the amphitheater, beach, park, entertainment, restaurants, and 1min from the Metro North/ Amtrak. Also, PortJefferson ferry is 2min walk. Windows in this converted industrial building is the “wow” factor. Lots of Love and care was put into curating the space. *Pet Friendly & Fee

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Bridgeport, Connecticut, United States

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Bath

Sleeps

$185.72