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Places to stay in Bridgeport

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Popular amenities for Bridgeport places to stay

Dog friendly places to stay in Bridgeport

Top guest favorite
Guesthouse in Southbury
4.93 out of 5 average rating, 320 reviews

Charming Guest Cottage with Modern Amenities

OliviaRating, 5 stars1 week ago
I cannot express the new found love I have for this beautiful place. First, I’d like to thank John for allowing my son and I to visit with our small dog. We come from New Jersey and John had plenty of recommendations as far as places to eat, visit and explore. Our stay was so peaceful, clean and quiet! It really is worth the visit. I personally loved all the books that were filled with art work. My son said this place feels just like home and I couldn’t agree more. We can’t wait for our next visit!! :)
Guest favorite
Apartment in Westport
4.9 out of 5 average rating, 229 reviews

Spacious Westport Apt surrounded by nature!

DavidRating, 5 stars3 days ago
Have stayed here multiple times. Very comfortable apartment and as described in listing. Private entrance and setting in nice walkable neighborhood. Johanna is very responsive and a wonderful host. Highly recommended.
Guest favorite
Cottage in Newtown
4.93 out of 5 average rating, 252 reviews

Private and Serene home close to I-84 and shopping

SherrieRating, 5 stars1 week ago
One of the nicest hosts I have ever met. Peaceful area, cute house. Hard to believe that large stores and restaurants are only a few miles away, plus Shake Shack, Trader Joes and Whole Foods. The only problem I had was with my ancient cell phone. I could get test messages, but not phone calls.
Top guest favorite
Home in Milford
5 out of 5 average rating, 103 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

BethRating, 5 stars2 weeks ago
Amazing place to stay! This spot is spacious and charming with everything you could possibly need to relax in this beach town getaway or explore. Our hosts were so helpful and welcoming!
Top guest favorite
Guesthouse in Rowayton
4.99 out of 5 average rating, 141 reviews

1BR full cottage, 1 min walk to private beach

JordynRating, 5 stars6 days ago
This is our second time at Kerry’s place and we wish we could come back every weekend!! The place is so comfortable and cozy and the fact that our dog was welcome was so wonderful. The neighborhood is so picturesque and we loved just walking around the area! Kerry and her husband were so welcoming and warm but also gave us our privacy while we were there. Highly recommend if you’re looking for a cute coastal getaway!
Guest favorite
Place to stay in Southport
4.94 out of 5 average rating, 270 reviews

Sunny Westport Studio Apt. Above Historic Mill

BrandonRating, 5 stars2 weeks ago
Do not hesitate to book this apartment! It’s perfect for a couple. Quick drive to into town and Fairfield. Parking on site. I felt like I was right at home when I stepped in. It is fully stocked with all amenities you would need, all fresh and clean linens. The bed is super comfortable for 2. The host is very responsive and pays a lot of attention to messages. Checks in every morning to see how you’re doing. I would stay again and plan on it. Take advantage of the WFH space built below. Seriously mind blowing how much space they have and accommodating to work from home. Plan on working out of there the next time I’m in town and waiting for check in time.
Top guest favorite
Guesthouse in Mahopac
4.95 out of 5 average rating, 230 reviews

Lakeview Guesthouse with Sauna

HowardRating, 5 stars1 week ago
This is our second time staying here and we can’t wait to come back. Perfect weekend getaway
Top guest favorite
Apartment in Bridgeport
5 out of 5 average rating, 47 reviews

Polita’s Place # 2

NormaRating, 5 stars6 days ago
We truly loved staying at Polita's house. The third floor was nice and had everything we needed: an iron, towels, kitchen utensils, etc. We slept soundly. We were a group of six attending a three-day JW convention at Total Mortgage. It was a four-minute drive away. It was exactly what we needed. Polita is very polite and kind. She's always willing to help.

Other great vacation rentals in Bridgeport

Superhost
Home in Bridgeport
4.82 out of 5 average rating, 22 reviews

Beautiful, Cozy basement space

BelaRating, 5 stars3 weeks ago
Rachel and I were in Bridgeport for a wedding and booked Hurberts.He is a lovely host very responsive clean room and very organized . We will recommend this place to anybody be rest assured you are safe and you will definitely feel at home !!!
Guest favorite
Apartment in Bridgeport
4.97 out of 5 average rating, 62 reviews

Beautiful, clean and quiet place to relax

LaurenceRating, 5 stars1 week ago
I had a great stay at Pamela's! The apartment was beautiful and so well decorated with an eclectic designer feel to all the furniture and decorations. The kitchen was perfect and well stocked for cooking. The bedrooms were excellent with super comfortable beds. I loved the outdoor porch for evening relaxing. The large recliner chairs were great and the TV was huge with Netflix and other premium stations available free of charge - a really nice touch. Easy parking as well. I would highly recommend Pamela's as a great place to stay in Bridgeport!
Guest favorite
Home in Bridgeport
4.9 out of 5 average rating, 49 reviews

Lavish retreat near downtown

JyotiRating, 5 stars1 week ago
We needed a place for 3 people close to the Hartford Amphitheater and this was the best option available for 16 hours in Bridgeport! It would be tight for a long visit with more than 2 adults. The apartment was completely as described and Natalie was very communicative. The neighborhood is full of Spanish-speaking restaurants, grocery store, gas stations, etc. it was an easy Uber to the Amtrak station, the Hartford Amphitheater, and downtown Bridgeport.
Guest favorite
Apartment in Bridgeport
4.94 out of 5 average rating, 84 reviews

Stylish Sheek Loft Ricport Studio 2, Downtown

KatherineRating, 5 stars3 days ago
definitely enjoyed my stay here! The place was clean & was stocked with essentials, which I appreciated. The host even left snacks & delicious cookies that quickly got eaten. As mentioned in the description in other comments, it's downtown so don't expect complete silence at all times. however the host did have a jar of ear plugs available. I personally didn't find them necessary & wasn't disturbed by any city sounds, but they are readily available if needed. overall, I definitely enjoyed my stay & would recommend.
Top guest favorite
Apartment in Fairfield
5 out of 5 average rating, 77 reviews

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

JenniferRating, 5 stars2 days ago
I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.
Superhost
Apartment in South End
4.58 out of 5 average rating, 12 reviews

304: Nice 1 BR near Park, Etc.

JeremyRating, 5 stars10 months ago
Excellent place to stay for shows at the Hartford Amphitheater, super easy walk and had everything we needed!
Guest favorite
Home in Bridgeport
4.9 out of 5 average rating, 31 reviews

Charming Brooklawn Hideaway: Ideal Family Stay

AnnRating, 5 stars4 weeks ago
We enjoyed our stay. The place was clean, easy to get to, and had comfortable beds and furniture. Great place to stay near Sacred Heart University.
Top guest favorite
Guest suite in Spring Hill
5 out of 5 average rating, 35 reviews

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

JenessaRating, 5 stars2 weeks ago
This place was amazing!!! Tatiana was a great host and allowed us to check in a little early. Everything was clean and decorated beautifully. I can see why this place is always booked, if you have the chance to stay here, do it!! I highly recommend!

Quick stats about vacation rentals in Bridgeport

  • Total rentals

    290 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    6.4K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Frequently Asked Questions

  • Where should I stay in Bridgeport?

    Make yourself at home in Bridgeport by choosing from our most frequently booked neighborhoods. We have over 450 vacation rentals in Steel Point, over 500 vacation rentals in Reservoir - Whiskey Hill, over 390 vacation rentals in Black Rock, and over 390 vacation rentals in Seaside Park.

  • Are there vacation rentals with a dedicated workspace in Bridgeport?

    Yes! Work meets play with ease at over 170 vacation rentals in Bridgeport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Bridgeport?

    Four-legged friends are welcome in Bridgeport. Choose from more than 70 vacation rentals for guests traveling with pets.

  • 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!

  • 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 self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Bridgeport. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore