Apartment vacation rentals in Bridgeport

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Top-rated apartment rentals in Bridgeport

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Guest favorite

Apartment in Milford

4.94 out of 5 average rating, 108 reviews

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!

Jun 21 – 28

G$43,415 GYD per night

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 512 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!

Oct 18 – 25

G$42,008 GYD per night

Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 116 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.

Dec 5 – 12

G$27,128 GYD per night

Guest favorite

Apartment in Huntington

4.97 out of 5 average rating, 219 reviews

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Mar 7 – 14

G$27,053 GYD per night

Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 117 reviews

Spacious Westport Apt surrounded by nature

Spacious mother-in-law apartment w/ private entrance on the 1st floor of our beautiful home. 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 up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8-10 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, and wonderful bakeries and restaurants nearby!

Feb 6 – 13

G$37,007 GYD per night

Guest favorite

Apartment in New Haven

4.97 out of 5 average rating, 207 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.

Aug 29 – Sep 5

G$33,679 GYD per night

Superhost

Apartment in Bridgeport

4.88 out of 5 average rating, 121 reviews

The Charles 456 KingBeds FastWIFI free2park+office

Experience a peaceful escape in this charming two-bedroom apartment. With spacious rooms featuring King-sized beds and flat-screen TVs, you'll have all the comfort and luxury you need. The modern bathroom has everything you need to feel at home, and the inviting living room with a large TV provides the perfect space to relax. The well-stocked kitchen, complete with butcher block counters and a sleek stainless-steel fridge, makes it easy to cook and enjoy a meal. Book your stay today.

Feb 1 – 8

G$31,891 GYD per night

Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 467 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Renovated and private one bedroom apartment with modern amenities within a traditional setting with amazing water views, feel like home in our cozy and nice apt with full new Kitchen ,bedroom, living room, bathroom. You can get downtown and Yale in 10 minutes by car, or 15 minutes by bus using line D that goes direct to Downtown. Convenience store, Pizza place and Wine store in the corner (five minutes walk from home), also walk to the Marina and Anastasios Boat Cafe.

Oct 4 – 11

G$23,917 GYD per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) 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 Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Oct 12 – 19

G$29,888 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 186 reviews

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.

Apr 12 – 19

G$26,044 GYD per night

Guest favorite

Apartment in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Feb 21 – 28

G$26,660 GYD per night

Guest favorite

Apartment in New Haven

4.93 out of 5 average rating, 192 reviews

Perfect for Yale and New Haven Visits

We purchased the house containing this apartment in 2017, and have been steadily updating and modernizing the space. Beautiful, recently refreshed apartment in a circa 1895 Victorian home. Hardwood floors throughout, and newly redone kitchen and bathroom. Ideally located in a historic neighborhood, with easy access to Yale University and athletic fields, Westville Music Bowl, Hopkins school, and Downtown New Haven.

Nov 27 – Dec 4

G$33,478 GYD per night