
Apartment vacation rentals in Bridgeport
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Top-rated apartment rentals in Bridgeport
Guests agree: these apartments are highly rated for location, cleanliness, and more.

King 1BR W/ Parking, Pool & Gym
This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials provided • 24/7 fitness center • Sun terrace + pool and grills • Entertainment lounge w/ bowling alley

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Spacious Westport Apt surrounded by nature!
Spacious mother-in-law basement apartment with private entrance that opens to the backyard. Large windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space for up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, hikes, wonderful bakeries and restaurants.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

The Pond Mill Retreat w/ 2 Bdrms & Pool
Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Gemstone: Family-friendly, Close to Yale/Downtown
Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

Huckleberry Quarters, the Cozy Redding Retreat.
Now is the time to book your SUMMER STAYCATION at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

The Winchester House at Science Park-Yale
Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Cozy & Private Apartment Near the Ocean
Relax by the Shore in Cozy Comfort 🌊 Unwind in our charming West Haven apartment, just minutes from the beach, bird sanctuary and the scenic Long Island Sound. This inviting space features a full kitchen, private bathroom, cable TV, fresh linens and towels, air conditioning, free WiFi, and a spacious driveway for easy parking. Perfect for solo travelers or couples, and comfortably fits up to 3 adults. Your beachside escape awaits!

Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Stylish Sheek Loft Ricport Studio 2, Downtown
Please note location and area before booking!!! (DONT BOOK if you don’t know it’s loud and busy) Conveniently located Downtown in the city of 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.
Popular amenities for Bridgeport apartment rentals
Weekly apartment rentals

Victorian apartment

Brook Haven Home away from home!

Cozy Private Studio | Easy Transit & Beaches

Seasons Hospitality Cozy 1BR Waiting for you C1

Zen, Spacious & Comfy, Lux beds

New & Stylish 2 King Bed Apartment w/ Grand Dining

Polita’s Place #1

Soaking Tub Retreat | Cozy Luxe Stay Near Yale
Private apartment rentals

Modern and spacious studio in Fairfield, CT

Apartment located in historic dwight district

Beach condo

Spacious 1 BR Steps From Yale

Luxurious 1BR Downtown Stamford

2BDFairfield Work & Relax Space w. Patio+Fast WiFi

Cozy 2 Bedroom rental on Elm…

Steps to the Beach. Lovely 2-Bedroom apt
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

Foxglove Farm

Hamptons Waterfront Suite | Private Hot Tub

Long Island Pool Getaway

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

Brand New Lakeview Suite:Hot Tub & 4 Parking Spots

Silver Sands Suite

Avi Triangle Island
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,114 GYD | G$23,858 GYD | G$24,068 GYD | G$24,695 GYD | G$26,579 GYD | G$25,951 GYD | G$25,533 GYD | G$26,160 GYD | G$24,695 GYD | G$24,695 GYD | G$25,951 GYD | G$24,905 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about apartment rentals in Bridgeport

Total vacation rentals
Explore 110 vacation rentals in Bridgeport

Nightly prices starting at
Bridgeport vacation rentals start at G$6,279 GYD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Bridgeport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bridgeport rentals

4.6 Average rating
Bridgeport stays receive an average rating of 4.6 out of 5 from guests
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- Central Park Zoo
- Yale University
- Yankee Stadium
- Columbia University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Fairfield Beach
- Astoria Park
- The Metropolitan Museum of Art
- Bronx Zoo
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- Southampton Beach
- Sunken Meadow State Park
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