Apartment holiday rentals in Bridgeport

A bright living space is depicted with light wooden flooring. A cozy seating area features a blue sofa facing a simple white table. Behind the table, a wooden dining set with four chairs is visible. Shelves with decor adorn the walls, and a kitchen area can be seen in the background.

4.94 out of 5 average rating, 175 reviews

Downtown Elegant Stay By Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

ValueFamilyComfort

4.97 out of 5 average rating, 640 reviews

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

Apartment in Milford

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!

LocationFamilyBathroom

A cozy living space features a light-colored sofa with yellow accents, positioned beside a small round table. A striped area rug adds texture to the hardwood floor. Bright natural light enters through nearby windows, illuminating the space and connecting to the kitchen and bathroom beyond.

4.98 out of 5 average rating, 305 reviews

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.

LocationFamilyAmenities

4.94 out of 5 average rating, 510 reviews

A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.

Apartment in Redding

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY 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.

ValueFamilyCheckout

A claw-foot tub is positioned in front of a large window, surrounded by potted plants and natural light. The setting features a textured stone floor and a cozy stool, creating a serene bathing space with a touch of elegance.

4.98 out of 5 average rating, 306 reviews

The Pearl, New Haven

Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property. Enjoy the scenic river and sunset views, soak in our stunner claw-foot tub, recharge in the sunlit living room, work in the dining alcove, or relax by the bay windows with your favorite drink. NO KITCHEN, but we have a coffee maker, tea kettle, toaster oven, microwave, fridge, plates, and cutlery. We are 15 mins drive from Yale, 2 mins walk to the downtown bus, and easy cycling downtown.

LocationFamilyDecor

A bright living area features large windows, allowing natural light to fill the space. A comfortable gray sofa sits alongside a round coffee table and a cozy armchair. The open kitchen is equipped with modern appliances and sleek cabinetry, ideal for a relaxing stay.

4.98 out of 5 average rating, 123 reviews

Luxurious 3BR Apartment w/ Parking & Gym

Our prime location meets modern elegance. This three-bedroom spacious apartment is designed for comfort, convenience, and sophistication in the heart of a dynamic urban community. Whether planning a quiet night in or a lively evening downtown, Hyatus amenities elevate your living experience. º Rooftop Sky Lounge with an outdoor TV º Screening area º Cabanas º Billiards º Bocce courts º Fireside lounge º Co-working space featuring private work pods º Meeting rooms º Cappuccino Bar

LocationFamilyCondition

4.91 out of 5 average rating, 606 reviews

Apartment in West Haven

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!

LocationFamilySolo travel

4.98 out of 5 average rating, 191 reviews

The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.

Apartment in Fairfield

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.

ValueLocationCondition

4.87 out of 5 average rating, 158 reviews

A corner of the apartment features unique hand-tinted windows that create colorful reflections. A cozy armchair sits beside a fireplace, surrounded by potted plants. The space is complemented by a woven area rug and a light-colored bed with a simple texture.

Apartment in Bridgeport

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.

LocationValueComfort

4.88 out of 5 average rating, 235 reviews

A spacious game area features a well-maintained pool table at its center. Soft lighting enhances the neutral-colored walls, while a lounge area with a chair and smart TV can be seen in the background, offering a welcoming environment for leisure activities.

Apartment in Westport

Spacious Studio with Pool Table

Escape to your private Westport studio retreat in one of the most desirable neighborhoods in town! This stylish space comfortably sleeps 2 guests and is perfect for fun and relaxation. Unwind with your own private pool table, a cozy home theater, and a dedicated workspace. Centrally located between Compo Beach and Downtown, it's the ultimate getaway for couples or small groups seeking a unique and entertaining stay.

FamilyLocationOutdoor spaces

A cozy sleeping area features a wooden bed frame adorned with decorative pillows, flanked by two bedside tables. A light blue throw is draped over the bed. A comfortable seating area includes a round table and armchair, complemented by a soft rug covering the floor.

4.93 out of 5 average rating, 352 reviews

Modern Urban Getaway | Near Yale + Downtown

Beautiful and private Airbnb apartment located in New Haven. Peaceful, bright, immaculate and thoughtfully appointed is the best way to describe the Urban Sanctuary. You will fall in love with our cozy and charming garden apartment, nestled in a historic 3 family home in Westville. You will find good restaurants and coffee shops around, it's just the best place for you to stay. We provide a variety of amenities.

FamilyValueSolo travel

4.97 out of 5 average rating, 111 reviews

Soaking Tub Retreat | Cozy Luxe Stay Near Yale

Relax in this peaceful retreat just 10 minutes from downtown New Haven and Yale. Ideal for solo travelers or anyone seeking a quiet escape. Enjoy the deep soaking tub, calming decor, fast Wi-Fi, and a serene space to recharge. No parties—just peace, comfort, and good vibes. This is a calm, intentional space for peaceful stays only. We welcome guests who appreciate good energy and quiet rest.

FamilyLocationNearby

Popular amenities for Bridgeport apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 21 reviews

A spacious bedroom features a large window with natural light illuminating the room. A ceiling fan is installed above the comfortable bed, which is dressed with pillows. A small table and two chairs are positioned beside the window, enhancing the cozy atmosphere.

Apartment in Fairfield

Modern and spacious studio in Fairfield, CT

LocationValueComfort

4.95 out of 5 average rating, 41 reviews

Apartment in Stratford

Cozy Private Studio | Easy Transit & Beaches

ValueLocationGetting around

4.86 out of 5 average rating, 304 reviews

The exterior of a charming turn-of-the-century farmhouse is displayed, featuring a white facade and a welcoming porch. A red barn is positioned to the right, set against a backdrop of lush green lawn and trees under a clear blue sky.

Apartment in Milford

The Farmhouse Estate Apartment

LocationFamilyComfort

4.91 out of 5 average rating, 329 reviews

The living area features a blend of classic and modern decor, including a comfortable sofa and elegant armchairs around a richly patterned rug. A brick fireplace adds warmth, while a television is positioned in front of the seating area. Natural light fills the space from large windows.

Apartment in Westport

Spacious Westport Apt surrounded by nature!

ValueFamilyParks

4.92 out of 5 average rating, 39 reviews

A spacious basement bedroom is presented with a large bed, flanked by two nightstands and lamps. A sleek desk and chair create a functional work area. Natural light enters through partially covered windows, and light-colored walls enhance the inviting atmosphere.

Apartment in Bridgeport

Zen, Spacious & Comfy, Lux beds

ValueLocationBeach

4.71 out of 5 average rating, 42 reviews

Apartment in Bridgeport

New & Stylish 2 King Bed Apartment w/ Grand Dining

LocationFamilyIndoor spaces

A well-lit kitchen area features a white refrigerator and a gas stove, complemented by a central island with a grey countertop. A plant is situated on the windowsill, while a vase of flowers adds a touch of color to the space. A decorative rug enhances the cozy ambiance.

4.78 out of 5 average rating, 387 reviews

Cozy 2 Bedroom rental on Elm…

FamilyLocationSleep quality

5 out of 5 average rating, 90 reviews

Apartment in Fairfield

Modern Studio Near Fairfield & Sacred Heart Univ

LocationFamilyAccess

Private apartment rentals

4.9 out of 5 average rating, 77 reviews

A spacious living area is highlighted by a gray sectional sofa adorned with decorative pillows. A light wood coffee table sits in front, resting on a plush area rug. Shelving units display various items, and a dining area with a wooden table and chairs is visible in the background.

Apartment in Black Rock

Victorian apartment

LocationValueComfort

A dining area features a hexagonal wooden table surrounded by four wooden chairs. A chandelier hangs above the table, providing light. In the background, a white refrigerator and a tall shelf with decorative items are visible, and light-colored curtains adorn the windows.

4.8 out of 5 average rating, 344 reviews

Great 3 Bedroom close to downtown and Yale!

FamilyValueSleep quality

5 out of 5 average rating, 23 reviews

Apartment in West Haven

Beach condo

ValueFamilyDecor

4.93 out of 5 average rating, 82 reviews

A bright sleeping area features a spacious bed adorned with various pillows in shades of gray and white. Two table lamps flank the bed, providing soft illumination. The warm wall color enhances the cozy ambiance of the room.

Apartment in Trumbull

Cozy studio unit

LocationValueCondition

4.98 out of 5 average rating, 111 reviews

Private Apartment, Fast Wi-Fi, Free Parking, TV's

LocationValueBathroom

4.7 out of 5 average rating, 33 reviews

Apartment in Stratford

Comfort and Cozy

FamilyLocationCheck-in

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

4.94 out of 5 average rating, 157 reviews

Retreat in New Haven by Stephanie and Damian

ValueLocationDecor

4.96 out of 5 average rating, 84 reviews

A two-story beach apartment is shown with a light blue exterior and white railings. A staircase leads up to a front deck, surrounded by colorful flower beds. Large windows on the upper level provide ample natural light, while an inviting entrance is seen below.

Apartment in Milford

Steps to the Beach. Lovely 2-Bedroom apt

FamilyLocationTV

Apartment rentals with a hot tub

The spacious bedroom features large windows allowing natural light to fill the room. A modern ceiling fan is installed, and a wall-mounted television is positioned above a sleek electric fireplace. The comfortable bed is adorned with a crisp white coverlet.

West River Gem.

LocationQuietHospitality

A light-colored seating area features a modern, compact couch positioned against a white wall. Above the couch, two decorative wall art pieces showcase abstract patterns in natural tones. Light hardwood flooring extends throughout the space, contributing to an open and clean aesthetic.

Near Tweed, Yale & The Estate, Mins to Downtown

Private room in Norwalk

“Cozy Private Room Near NYC – Perfect Location!”

ValueBathroomAccuracy

A spacious bed is made with crumpled gray linens, accompanied by two matching pillows. A warm light source is positioned on a nightstand beside the bed, while partially open blinds allow natural light to filter into the room.

Shared room in Seymour

cozy and Roomy

Apartment in Norwalk

New place to stay

Cozy apartment in Norwalk with AC and fitness room

Nearby

4.99 out of 5 average rating, 83 reviews

Apartment in Stamford

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

LocationValueHeating