Vacation Rentals By Owner In Bridgeport, CT

Showing 50 Of 50 Vacation Rentals

$242.07

59 Rennell St, Bridgeport · Lovely 1 bedroom cozy modern apartment w/75” 4K TV

Bridgeport, Connecticut, United States

Kick back and relax in this calm, stylish space. Down the street from University of Bridgeport and Seaside park. You can walk to the beach and enjoy the views of Long Island Sound. 75” Smart 4K TV. Stylish modern design. Hardwood flooring throughout. Full size Tempur-Pedic adjustable bed with remote to adjust up and down. Perfect for 1-2 people. Inside a quiet building. You will love it here. :)

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$451.79

/ Nightly

Private Vacation Home

Captain House in Black Rock-Academic Rental

Bridgeport, Connecticut, United States

Spacious & stunning Victorian home with spectacular water views of Burr Creek. Upon entry to this residence, located in Black Rock's acclaimed historic district, you'll note an open welcoming space! There's a sophisticated powder room, a light-filled eat-in kitchen with a gas stove and high-end tile backsplash, a fabulous island complete with a wet bar, wine fridge, & dining space for two! Additional dining area in the breakfast nook. The living room has a decorative/ non-working fireplace along with 2 built-in bookshelves: There's also a door out to a sizable wrap-around porch! The formal dining room comes with a stunning stained-glass window! Head upstairs taking in the attractive staircase/banister and you'll find three well-appointed bedrooms - the main bedroom looks out to the water! Dedicated light-filled laundry room with side-by-side washer and dryer. Ample driveway parking for visiting guests, a detached rustic barn, and delightful gardens complete the picture of this magical waterfront home!

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Exceptional(26)

$734.52

/ Nightly

Private Vacation Home

Stay at Black Rock Harbor

Bridgeport, Connecticut, United States

Summary:brbr✓ Great Location – Short stroll to the beach & downtown Black Rockbrbr✓ Premium Comfort – 3 well-appointed bedroomsbrbr✓ Chef’s Kitchen – Fully stocked & spaciousbrbr✓ Parking + EV Charger – 2-car parking with Level 2 Tesla charger*brbrbrbrVisit @stay_collections on IG for a video property tour!brbrbrbrThe Space:brbr☆☆☆ FIRST FLOOR ☆☆☆brbrbrbr→ Kitchen: Fully equipped for cooking & entertainingbrbr→ Dining: Sunroom banquet seating + outdoor picnic tablebrbr→ Living Room: Bright space with Smart TV & Netflix accessbrbr→ Bathroom: Full bath with tub + showerbrbr→ Bedroom #2: Queen bed with writing deskbrbr→ Bedroom #3: Two twin beds, cozy & kid-friendlybrbrbrbr☆☆☆ SECOND FLOOR ☆☆☆brbrbrbr→ Primary Suite: Spacious bedroom with king bedbrbr→ Luxury Bathroom: Spa-style shower + heated floors for extra comfortbrbrbrbr☆☆☆ OUTDOORS & PARKING ☆☆☆brbrbrbr→ Backyard: Peaceful retreat with table & chairs for outdoor mealsbrbr→ Parking: Driveway for 2 vehicles + available street parkingbrbr→ EV Charger: Level 2 Tesla charger (usage rates apply; please inquire in advance)brbrbrbrAccessibilitybrbrThe front and back entrances have steps leading to the doors. There are two bedrooms and a full bathroom on the first floor. However, the shower is not handicap accessible.brbrbrbr*EV charger usage rates vary. Please reach out ahead of your stay for details.brbrbrbrGuest Access:brbrGuests have access to the entire house with the exception of storage areas such as the basement and garage.brbrbrbrThe Neighborhood:brbrSet along the shores of Black Rock Harbor, this sun-filled Cape seamlessly blends coastal charm with modern comfort. Just a short stroll from the beach, waterfront restaurants, and the scenic St. Mary’s Promenade, the home offers the perfect mix of relaxation and convenience. Enjoy the quiet shores of Seabright Beach just a minute’s walk away, or take a short drive to Jennings Beach for a wide, sandy stretch along the Long Island Sound. Fairfield University is just three miles away, with Sacred Heart University only six miles beyond, making this an ideal location for those seeking both seaside serenity and easy access to local amenities.brbrbrbrOther Things to Note:brbrOnce a booking is confirmed, the following cancellation policy will immediately be in effect. Due to automatic platform processing fees, full refunds cannot be issued for same-day cancellations. Cancellations made more than 30 days before check-in are eligible for a 50% refund. Cancellations made within 30 days of the check-in date are non-refundable. No-shows are not eligible for any refund.brbrbrbrInteraction with Guests:brbrWe are here to help, please do not hesitate to reach out! We’re available 24/7 via phone, email, or the booking platform’s app.

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$690.99

/ Nightly

Private Vacation Home

Spacious waterfront lake house w great views, Ideal for a large family getaway.

Bridgeport, Connecticut, United States

brSpacious waterfront lake house w great views,brIdeal for a large family getaway. This lake house has 5 bedrooms, 3 bathrooms , 3 living rooms , 2 full kitchens , sunroom & multiple sitting areas. This house was recently remodeled and there will be sauna added on to this property very soon. Located in the center of Bridgeport a few minutes from Trumbill mall and about 6 minutes from / Amtrak/ metro north. About and hour from NYC br

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Exceptional(5)

$328.54

/ Nightly

Apartment

Lrg 2 Bedroom apart in BlackRock

Bridgeport, Connecticut, United States

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. Your stay here will be relaxing and enjoyable. Can't wait to host you !brbrBedroom 1 - King Size BedbrBedroom 2- King Size BedbrLiving Room- Full size FutonbrbrWe have ample free street parking all around the property. However, if you'd like to reserve a private parking spot behind the property, we might have one available at a daily rate of $35/day. Please reach out to us if you have any questions about thisbrbrGuest have access to entire unitbrbrPlease give us a call or send us a message through the app. Always happy to help!brNo parties or events allowed. No smoking allowed. Suitable for toddlers and children under 12. No unregistered guests allowed. Please don’t eat or drink in the bedrooms. Please close and lock all doors and windows when you go out. Please respect check-in and check-out times. Please take care of the furnishings. Please don’t rearrange the furniture. No illegal substances allowed on the premises.

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$412.36

/ Nightly

Private Vacation Home

Serene 3-bedroom duplex in Bridgeport updated floors new appliance

Bridgeport, Connecticut, United States

Bridgeport is waiting for you at this fabulous 3-bedroom duplex. With 1 queen bed and 2 full beds, guests will have plenty of space to relax. The peaceful atmosphere and cozy bedrooms make it a wonderful retreat for your getaway. It's easy to see why you'll be able to unwind at our place.

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$748.75

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Private Vacation Home

Modern 4BR Near Hospitals - For Extended Stays

Bridgeport, Connecticut, United States

A bright, newly built 4BR home designed for extended stays. Quiet neighborhood, workspaces in every room, fast Wi-Fi, chef-ready kitchen, and hotel-level comfort. Ideal for professionals, families, and relocations. Designed to support work, rest, and daily routines—not just short visits.brbrbrThe spacebrbrSettle into a home that actually supports your life.brbrbrThis newly built 4-bedroom, 3.5-bath home in the peaceful Reservoir neighborhood of Bridgeport was intentionally designed for extended stays—where comfort, focus, and ease matter every day. Clean lines, natural light, and thoughtful layouts create a calm environment you’ll appreciate after long workdays or busy schedules. This isn’t a short-term crash pad—it’s a place where routines feel natural and rest comes easily. A calm place to land after long days.brbrbrbrIdeal forbrbr• Travel nurses, medical residents, and healthcare professionalsbrbr• Corporate stays and remote professionalsbrbr• Families relocating or touring nearby universitiesbrbr• Guests seeking a quiet, long-term home basebrbrbrWhat makes this home differentbrbr• Work-ready living: Dedicated workspace in every bedroom + reliable high-speed Wi-Fi + laptop-friendly desksbrbr• Real kitchen for real cooking: Fully stocked with appliances, cookware, coffee & tea bar, and air-fryer ovenbrbr• Washer & dryer: refresh and stay cleanbrbr• Room to breathe: Four spacious bedrooms, including two king suites with ensuite bathsbrbr• Smooth mornings: 3.5 modern bathrooms—no waiting, no stressbrbr• Designed for rest: Hotel-style bedding, blackout curtains, and quiet surroundingsbrbr• Easy living: Smart-lock self-check-in and parking for 2-3 cars.brbr• Smart TVs: in every bedroom so you can binge out on those showsbrbr• USB-C charging outlets (and/or power strips) in bedroomsbrbrbrEnjoy cozy living areas for winding down, plus a furnished outdoor space for fresh air and quiet moments (during the Summer/warm months only).brbrbrbrIf you’re staying a month or longer and want a place that feels polished, peaceful, and genuinely livable, this home delivers.brbrbrGuests receive a simple local living guide upon arrival.brbrbrGuest accessbrbrYou have access to the whole unit. The smart lock system allows for self-check-in and easy access during your stay.brbrbrOther things to notebrbr• Quiet Hours: 10 PM - 7 AM (absolutely no events or parties allowed). We use Minut - a noise-monitoring device that tracks noise decibel levels.brbr• For insurance purposes, only registered, paying guests are permitted.brbr• A refundable security deposit of $1,000 required for stays over 30 days.brbr• Rental/Innkeeper agreement required and must be signed at least 24 hours prior to check in.brbr• Guests must be 21+ to book. Non-local IDs only.brbrbrPlease Note: There is a new home being built next door, and while construction is not constant, there may be occasional noise during the day. We apologize in advance for any inconvenience - this is outside our control, but we’ve done our best to ensure your stay remains peaceful and comfortable.

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Exceptional(10)

$409.36

/ Nightly

Private Vacation Home

Marine Theme - 4 BR - Backyard - Fire pit

Bridgeport, Connecticut, United States

Welcome to our updated and inviting nautical-themed residence. The property's unique charm and coastal-inspired decor create a memorable experience. Guests will love their stay as they enjoy the excitement of the cozy ambiance around the fire pit in the private backyard, and the convenience of a washer and dryer. With the added convenience of a grill for outdoor cooking, guests can truly relax and make the most of their time in our tranquil setting.brbrThe spacebrbrAs you step inside, you'll discover a thoughtfully designed and spacious layout that ensures a delightful stay.brbrOur property features four well-appointed bedrooms, each providing a cozy and relaxing atmosphere for a restful night's sleep. Wake up feeling refreshed and ready to explore all that our location has to offer.brbrFor your convenience, we offer complimentary coffee, so you can start your mornings off right or enjoy a hot cup of your favorite brew at any time.brbrStay connected with complimentary Wi-Fi throughout the property, allowing you to easily browse the internet or catch up on work. In the living area, you'll find a smart TV, perfect for streaming your favorite shows or movies.brbrOur living spaces are designed with comfort in mind. Sink into the plush couches, offering the ideal spot to unwind after a day of adventures or to gather with friends and family.brbrThe breakfast bar provides a convenient space for meals or a quick bite to eat. Enjoy your morning coffee or engage in friendly competition with the variety of games available.brbrStep outside into the private backyard and discover your own outdoor haven. Whether you're gathering around the fire pit, sharing stories and laughter, or simply enjoying the fresh air, the backyard offers a tranquil retreat.brbrGuest accessbrbrGuests will have access to the entire home, and driveway access for vehicles. Instruction for home entry will be provided to your stay!brbrOther things to notebrbrWe apologize for any inconvenience, but we are unable to accommodate furry friends, so it would be best to arrange for a pet sitter during your stay.

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Exceptional(17)

$127.67

/ Nightly

Apartment

Charming and comfy bedroom

Bridgeport, Connecticut, United States

Charming bedroom close to I-95 and walking distance to Whole Foods and train station. All are included, as are linens, pots and pans, and off street parking. It will be easy to relax at this cozy place because it is both charming and clutter free. You will enjoy leisurely the South Port beach, and town center. This a lively family neighborhood. Everyone will sleep comfortably. A full bathroom in handy to the bedroom.brFor Safety purposes, security devices are in the front entrance, hallway and outside of the house.

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Exceptional(13)

$166.75

/ Nightly

Apartment

Cozy + Sunny Coastal Apt by Long Island Sound

Bridgeport, Connecticut, United States

This is an entire independent floor/apt with 2 beds, kitchen, bath, & living room. For a group, you would be hard pressed to find a better deal in such close proximity (2 mins) to Seaside Park. This is an older home in a quiet neighborhood that is racially diverse, mixed industrial/residential, and in some areas not as well kept as others. However, the apartment is clean, rather spacious, and stocked for longer stays. Seaside Park is the main attraction for our out of town visitors and provides excellent walking, jogging, biking, and lounging at beach.

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Rent a place that suits your needs

Private vacation home

View 23 Private vacation home

Most popular vacation rentals in Bridgeport

Exceptional(13)

$734.52

/ Nightly

Private vacation home

Stay at Black Rock Harbor

Bridgeport, Connecticut, United States

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Exceptional(13)

$127.67

/ Nightly

Apartment

Charming and comfy bedroom

Bridgeport, Connecticut, United States

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Exceptional(13)

$175.12

/ Nightly

Private vacation home

2 Mi to Dtwn: Well-Appointed Bridgeport Duplex!

Bridgeport, Connecticut, United States

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Exceptional(13)

$267.90

/ Nightly

Apartment

Renovated 2BR Retreat / Modern Comforts Included

Bridgeport, Connecticut, United States

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Exceptional(13)

$442.20

/ Nightly

Private vacation home

Modern 3 Bed House in Black Rock

Bridgeport, Connecticut, United States

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Exceptional(13)

$271.11

/ Nightly

Apartment

Modern Apartment in Black Rock-

Bridgeport, Connecticut, United States

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Exceptional(13)

$464.01

/ Nightly

Private vacation home

Quintessential Cozy Haven, Brooklawn Beauty

Bridgeport, Connecticut, United States

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Exceptional(13)

$372.57

/ Nightly

Private vacation home

Cheerful 5 bed Residential house.

Bridgeport, Connecticut, United States

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Exceptional(13)

$313.74

/ Nightly

Apartment

Modern 2 Bedroom in Black Rock

Bridgeport, Connecticut, United States

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Exceptional(13)

$250.70

/ Nightly

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Luxury Designer 2 bedroom+office/3bed vacation home.

Bridgeport, Connecticut, United States

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Vacation Rentals By Owner In Bridgeport, CT

$242.07

$451.79

$734.52

$690.99

$328.54

$412.36

$748.75

$409.36

$127.67

$166.75

Rent a place that suits your needs

Most popular vacation rentals in Bridgeport

$734.52

$127.67

$175.12

$267.90

$442.20

$271.11

$464.01

$372.57

$313.74

$250.70

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