Apartment vacation rentals in Bridgeport

A rooftop terrace is shown, featuring a round table and two high black chairs. The space offers an unobstructed view of the city skyline, showcasing various buildings under a clear blue sky with scattered clouds.

4.94 out of 5 average rating, 158 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.

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.

4.97 out of 5 average rating, 628 reviews

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!

4.92 out of 5 average rating, 314 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!

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.

5 out of 5 average rating, 121 reviews

Apartment in Holmes

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.

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

4.95 out of 5 average rating, 433 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

A comfortable living area features a light-colored sofa, two leather chairs, and a wooden coffee table. A flat-screen TV is mounted on the wall, with decorative artwork above it. Soft curtains frame the windows, allowing natural light to fill the space.

4.99 out of 5 average rating, 108 reviews

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.

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 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.

4.69 out of 5 average rating, 39 reviews

Apartment in Bridgeport

New & Stylish 2 King Bed Apartment w/ Grand Dining

🌟 Modern 2BR Retreat – Renovated & Wheelchair Accessible 🏡 Welcome to your perfect stay! Our newly renovated 2BR apartment offers a stylish and comfortable space for families, business travelers 💼, and couples ❤️. Designed for accessibility, it features a wheelchair ramp for easy entry. Enjoy all the modern amenities you need, plus a prime location near great restaurants 🍽️, shopping 🛍️, and top attractions 🌍. Book now and experience a hassle-free, cozy getaway!

A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.

5 out of 5 average rating, 194 reviews

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!

4.98 out of 5 average rating, 181 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.

4.89 out of 5 average rating, 152 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.

4.88 out of 5 average rating, 231 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.

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, 20 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

4.89 out of 5 average rating, 74 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

4.96 out of 5 average rating, 27 reviews

Apartment in Stratford

Cozy Private Studio | Easy Transit & Beaches

4.95 out of 5 average rating, 37 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

4.97 out of 5 average rating, 97 reviews

Soaking Tub Retreat | Cozy Luxe Stay Near Yale

5 out of 5 average rating, 51 reviews

A large two-story house features a dark exterior with stone accents and multiple gabled roofs. Large windows allow ample natural light to enter, while a wooden front door adds a welcoming touch. Lush greenery surrounds the property, enhancing its natural setting.

Apartment in Branford

Stedley Creek

4.88 out of 5 average rating, 95 reviews

Apartment in Fairfield

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

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.

4.96 out of 5 average rating, 78 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Private apartment rentals

A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.

4.95 out of 5 average rating, 212 reviews

The Boathouse, private downtown Harborside suite

The property features a white two-story house with a covered front porch and lush green landscaping. A red barn stands nearby, contrasting against the blue sky, while a paved driveway leads up to the residence, offering ample space for off-street parking.

4.88 out of 5 average rating, 262 reviews

Renovated Apartment in a Historic Farmhouse Estate

A peaceful beach scene captured at night reveals a sandy shoreline reflecting moonlight. Houses line the beach, their warm lights creating a welcoming glow. Calm waters extend to the horizon, while scattered clouds drift in a starry sky, enhancing the serene coastal atmosphere.

4.92 out of 5 average rating, 25 reviews

Guest favorite - ALL YEAR LONG!

5 out of 5 average rating, 3 reviews

Apartment located in historic dwight district

5 out of 5 average rating, 15 reviews

Apartment in West Haven

Beach condo

4.92 out of 5 average rating, 78 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

A well-lit living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits atop a textured rug. Near the window, a leafy plant adds a touch of greenery. An adjoining dining space is visible, furnished with a dark table and chairs.

5 out of 5 average rating, 83 reviews

Spacious 1 BR Steps From Yale

4.94 out of 5 average rating, 141 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.

Apartment in Stamford

Luxurious 1BR Downtown Stamford

Apartment rentals with a hot tub

A spacious sleeping area is highlighted by a large bed featuring a decorative headboard with an intricate blue pattern. Two bedside tables hold modern lamps, and a crib is positioned nearby, offering a family-friendly environment.

4.77 out of 5 average rating, 154 reviews

Luxury Penthouse Minutes to Yale

4.95 out of 5 average rating, 93 reviews

Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

4.81 out of 5 average rating, 21 reviews

A spacious outdoor area features a large swimming pool surrounded by a sun deck. Lounge chairs are positioned nearby, while an umbrella provides shade. A white gate leads to changing rooms, and a bright red life ring is mounted on a building, ensuring safety for all guests.

Apartment in Kings Park

Long Island Pool Getaway

4.89 out of 5 average rating, 38 reviews

The living area is seen featuring a light-colored sofa and armchair with soft textures. A small table holds decorative items and a woven basket. The kitchenette is visible, equipped with modern appliances and a window that allows natural light to brighten the space.

Apartment in Riverhead

Pet-Friendly Apt w/ Hot Tub Near the Hamptons!

4.99 out of 5 average rating, 76 reviews

The spacious living room features a light-toned sectional sofa complemented by a wooden coffee table. Natural light enters through a nearby window, illuminating the neutral décor. A decorative plant adds a touch of greenery, while a dining area is visible through an adjoining doorway.

Apartment in Stamford

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

5 out of 5 average rating, 12 reviews

Apartment in Danbury

Brand New Lakeview Suite:Hot Tub & 4 Parking Spots

A covered deck area features a wooden storage bench, providing a functional seating option. The view shows a quiet street alongside the property, with houses and vehicles visible in the background. Railings frame the space, enhancing the outdoor experience.