Vacation rentals in Bridgeport

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Top-rated vacation rentals in Bridgeport

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Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 110 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Guest favorite

Apartment in Bridgeport

5.0 out of 5 average rating, 6 reviews

Ricport Studio 5

This little studio is the perfect shut in. An electric fire place, with a curved smart TV, complimented by handmade industrial colored windows, makes this place dangerous for letting time fly. To help the space open up, we installed a Murphy bed (that should be handled with care). Theres no doubt you’ll feel comfortable and at home as soon as you arrive. Located 2min from Metro North/Amtrak, 4min from Port Jeff. ferry, 5min from Arena/Theater, 6min Park/Beach, Downtown, near it all. Ask Parking

Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 114 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!

Guest favorite

Loft in Milford

4.94 out of 5 average rating, 94 reviews

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

Guest favorite

Guesthouse in Norwalk

4.99 out of 5 average rating, 207 reviews

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

Guest favorite

Home in Milford

4.98 out of 5 average rating, 152 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Superhost

Apartment in Bridgeport

4.89 out of 5 average rating, 64 reviews

Seaside Studio in Historic Bridgeport Brownstone

Keep it simple at this peaceful and centrally-located historic brownstone built by P.T. Barnum for his staff 140 years ago. Basement unit across the street from Bridgeport University, 1 block to Seaside Park and beaches, 5 min walk to amphitheater, and 10 min walk to Metro North or LI ferry. Includes kitchenette with fridge/freezer, microwave, stove and oven, desk, couch, wifi, tv with Roku , iron, hairdryer, and full bathroom. We are pet friendly up to 2 with additional $25 per pet.

Guest favorite

Place to stay in Westport

4.95 out of 5 average rating, 227 reviews

Sunny Westport Studio Apt. Above Historic Mill

No ugly duckling. Fall asleep to the sounds of a centurys-old waterfall in this sunny studio apartment, atop a renovated historic Mill. With panoramic views and breathtaking surroundings, including endless flora and fauna, and a contingent of mallards, egrets, and swans, this hideaway may be moments from Southport Village, but feels like many miles from everything. Original hardwood floors and updated amenities make for a charming place to rest your bones, if only for the evening.

Guest favorite

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 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.

Superhost

Loft in Bridgeport

4.86 out of 5 average rating, 173 reviews

Cozy Loft in beautiful St. Mary's by the Sea

Renovated cozy loft in beautiful St. Mary's by The Sea in Black Rock. Walking distance to award winning restaurants. Easy access to NYC/New Haven Metro North transit. Perfect for a weekend at the beach. Property includes 1 bed and a 78” sofa. Fully equipped kitchen with all major appliances, WiFi, & large TV. ***Please note that the ceilings are angled so taller guests (over 5’ 8”) might have to bend in certain parts of the loft.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bridgeport vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Bridgeport's top sights

Connecticut's Beardsley Zoo63 locals recommend

Seaside Park31 locals recommend

Whole Foods Market33 locals recommend

Webster Bank Arena13 locals recommend

Bass Pro Shops8 locals recommend

Bow Tie Cinemas Marquis 1613 locals recommend

Other great vacation rentals in Bridgeport

Guest favorite

Apartment in Fairfield

4.95 out of 5 average rating, 62 reviews

Sunny Fairfield Studio Apartment

Guest favorite

Guest suite in Wilton

5.0 out of 5 average rating, 33 reviews

Guest suite with private enter

Guest favorite

Guesthouse in Milford

5.0 out of 5 average rating, 32 reviews

The studio downtown

Guest favorite

Home in Fairfield

4.91 out of 5 average rating, 67 reviews

Fairfield 2nd FL Suite w Private Entry & Parking

Guest favorite

Tiny home in Milford

4.96 out of 5 average rating, 53 reviews

Beach Cabana

Guest favorite

Apartment in Milford

5.0 out of 5 average rating, 48 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Guest favorite

Apartment in Fairfield

5.0 out of 5 average rating, 51 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

Guest favorite

Cabin in Milford

5.0 out of 5 average rating, 13 reviews

Long Stays! Charming Coast Cabin |Near Beach |Pets

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Quick stats about vacation rentals in Bridgeport

Total rentals
250 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
5.3K reviews

Frequently Asked Questions

Do house rentals in Bridgeport have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bridgeport have wifi?
Absolutely! We offer over 130 house rentals with wifi in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Are there Bridgeport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Bridgeport, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Apartment Rentals in Bridgeport?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with air conditioning, over 10 homes with a bbq area, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Bridgeport?
Yes! Work meets play with ease at over 150 vacation rentals in Bridgeport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Bridgeport?
Make yourself at home in Bridgeport by choosing from our most frequently booked neighborhoods. We have over 390 vacation rentals in Steel Point, over 350 vacation rentals in Black Rock, and over 350 vacation rentals in Seaside Park.
Are there family-friendly vacation rentals in Bridgeport?
Bridgeport has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Bridgeport have air conditioning?
Absolutely! We offer over 60 apartment rentals with air conditioning in Bridgeport. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Bridgeport?
Four-legged friends are welcome in Bridgeport. Choose from more than 60 vacation rentals for guests traveling with pets.
How much does it cost to stay in townhouse rentals in Bridgeport?
Experience the best of Bridgeport with our townhouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Bridgeport

Top-rated vacation rentals in Bridgeport

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Bridgeport vacation rentals

Stay near Bridgeport's top sights

Other great vacation rentals in Bridgeport

Apartment in Fairfield

Guest suite in Wilton

Guesthouse in Milford

Home in Fairfield

Tiny home in Milford

Apartment in Milford

Apartment in Fairfield

Cabin in Milford

Quick stats about vacation rentals in Bridgeport

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Bridgeport have a bbq area?

Do house rentals in Bridgeport have wifi?

Are there Bridgeport vacation rentals on Airbnb with pools?

What are the most popular amenities for Apartment Rentals in Bridgeport?

Are there vacation rentals with a dedicated workspace in Bridgeport?

Where should I stay in Bridgeport?

Are there family-friendly vacation rentals in Bridgeport?

Do apartment rentals in Bridgeport have air conditioning?

Are there pet-friendly vacation rentals in Bridgeport?

How much does it cost to stay in townhouse rentals in Bridgeport?

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