
Apartment holiday 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.

The Boathouse, private downtown Harborside suite
The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk
The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

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!

Bright 1 BR Apt Steps From Yale
Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

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.

Huckleberry Quarters, the Cozy Redding Retreat.
Now is the time to book your SPRING holiday 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.

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

S. Norwalk Apt near the water!
Newly-built sunny studio apartment with separate eat-in kithchen and spacious bath, across the street from the water in the peaceful waterfront community of Shorefront Park in South Norwalk. 15 min. walk to South Norwalk shops, restaraunts and the train station (65 min train ride to NYC). Private kepypad entrance, washer/dryer, eat-in kitchen, free off-street parking, wifi, central AC. Please note the house next door may be under construction. Please inquire for current status.

Downtown Branford Retreat - Quiet yet Central Apt
A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

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!

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.
Popular amenities for Bridgeport apartment rentals
Weekly apartment rentals

Zen studio in Historic Southport Village.

Family Friendly Duplex Near Yale w/ A King Bed

Brook Haven Home away from home!

Cozy Haven in Fairfield w/ Ample Amenities

In-law Private Studio Apartment

Spacious. Water Views & Access. Steps to Beach.

Polita’s Place # 2

1 bedroom - Bridgeport Apartment
Private apartment rentals

Downtown "Blue Nest" apartment

Cozy King BR | Walk to beach | Close to downtown

The Elm near Yale & Wooster Sq | Gym Parking Sauna

Stedley Creek

Cozy 2 Bedroom rental on Elm…

Cozy & Private Apartment Near the Ocean

Cozy Connecticut getaway!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Apartment rentals with a hot tub

West River Gem.

Luxury Penthouse Minutes to Yale

Near Tweed, Yale & The Estate, Mins to Downtown

2Br/1Ba w/Sleeper Sofa 2nd Floor

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

1ST FLR APT Your private resort, now FAMILY-ized!

Cozy 3 BR Retreat w/ Jacuzzi, Office +Backyard.

Silver Sands Suite
When is the best time to visit Bridgeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £80 | £76 | £86 | £87 | £94 | £91 | £90 | £92 | £87 | £87 | £91 | £88 |
| 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 flat rentals in Bridgeport

Total holiday rentals
Explore 110 holiday rentals in Bridgeport

Nightly prices starting at
Bridgeport holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,030 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Bridgeport holiday rentals include wifi access

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

4.7 Average rating
Bridgeport stays receive an average rating of 4.7 out of 5 from guests
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- Columbia University
- Central Park Zoo
- Yale University
- Bronx Zoo
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- Citi Field
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Southampton Beach
- Astoria Park
- Robert Moses State Park Beach
- New York Botanical Garden
- Sunken Meadow State Park
- Kent Falls State Park
- Jones Beach State Park
- American Museum of Natural History
- Riverside Park
- Delacorte Theater
- Mohawk Mountain Ski Area




