
Pet-friendly holiday rentals in Bridgeport
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Top-rated pet-friendly home rentals in Bridgeport
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Popular amenities for Bridgeport pet-friendly home rentals
Pet-friendly house rentals

Once a Pond - time and stress slow down.
We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.

The Gait House at High Gait Farm
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!

3br/2ba: Quiet & Cozy Getaway in Milford
This is a beautiful place to stay! Very clean and pleasantly decorated! Our family felt completely at home. We had everything we needed for our three-day stay. The kitchen was well-stocked, there were plenty of amenities and even a great selection of games that our family enjoyed playing. We were close to a couple of beautiful beaches and a wonderful cozy local coffee shop. Miguel and Kaitlyn are great hosts! Very responsive, helpful and friendly! We would highly recommend their place and would definitely stay again!

3BR Gem, 10 min to Yale, walk to Tweed
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

Charming 2BR Home | Fast Wi-Fi & Outdoor Space
Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

New England Charmer
Erin was very responsive and approachable. She gave clear instructions on entry and exit to the house. It was cozy and clean and relaxing. He little touches of luxury were everywhere to be found. I would go again in a heartbeat.

Chic Beach Bungalow - Amazing Sunsets!
I am 68 & I have traveled pretty extensively and have to say, this was the coziest, cleanest & well-stocked Airbnb I’ve ever stayed at - absolutely has everything you could want/need. My cousins & I kept on saying, “If we could just win the lottery and buy this place! 😀 Thank you Cail, Jayne & Dylan for sharing this little piece of Paradise! 🤗

Lakefront Fun, Family and Friends Getaway
Sunil’s large house sits on extensive grounds with beautiful views across lake Mahopac from most rooms. A well equipped kitchen and updated bathrooms, round out the amenities. Sunil is an exceptionally responsive and cordial host. We have stayed here several times and highly recommend it.
Pet-friendly home rentals with a pool

House in the Trees w/ Pool & Tennis
Julia was an absolute pleasure. I required some special accommodations which we had discussed prior to my visit, and she was amazing about it. The property is stunning. I would 100% recommended Julia’s place, and wouldn’t hesitate to return.

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

Spacious Studio Apartment- near SBU
Gaby’s place was clean and comfortable! She is very kind and it was exactly what we needed for the week. Her check in instructions and directions were thorough and the home is in a beautiful area. Already have our next stay booked :)

Pool House
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

A Hidden Gem! Cozy Cottage with huge Pool & Garden
Very clean, everything was thought out and prepared very nicely. Very comfy. Best part is the hospitality of the host.

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!
The place was much bigger than the photos and we enjoyed the stay! especially the indoor fireplace and the house is beautifully decorated. Blake was a great host, she did a quick tour of the place when we arrived and gave us some flexible check out time because of the weather/road condition (thank you!) even though we left just before the check out time. Overall, it was a wonderful stay :)

Port Jefferson Convenient, Cozy and Chic!
Place was clean and reasonably priced for the area. Conveniently furnished with many kitchen appliances. Moderately noisy from the traffic (as you can expect close to the road) and typical noise from the rest of the house. Johnna was very easy to communicate with. Got greeted by a very cute cat as we parked outside :)

Peaceful Light-Filled Guesthouse 1 Hour From NYC
One of the more thoughtful places we’ve stayed in. Good for grandparents, young parents, a toddler and a dog! Highly recommend and I’m sure the pool is great come summer months
Private, pet-friendly home rentals

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.

The Suite at Pound Ridge
This was the perfect stay. I felt at home and the grounds are beautiful. The location is a perfect getaway but close to a lovely small town. The owners are great, kind, and so thoughtful. I appreciate them and everything they've done to make my stay better. It was a last minute holiday getaway and I'm so grateful they saved the day. Thank you so much! I'd definitely love to stay again.

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.

Charming Dog Friendly Suite On Scenic Property
Nice place located in a beautiful secluded house in a safe neighborhood. Gorgeous property. Our dogs were allowed and they were very comfortable. The amenities were exactly as described. Extremely clean and well maintained. The place was easy to locate and easy to access. It is convenient to many local stores and restaurants. Great, responsive hosts!

Westport CT In Town, Private Street, Sleeps 6
Betsy and Dave are amazing people. Very helpful and communicative. They always gave us great recommendations in terms of local spots. They also helped us meet some of the neighbors. They would do kind things like decorate the house for Halloween. We loved our 4 months in Westport. We would highly recommend them for anybody who wants to do a longer term stay as we did!

Guest suite with private enter
This is a lovely guest suite in a nice neighborhood. I appreciated that I could bring my dog along. I would absolutely stay again.
Quick stats about holiday rentals that are pet-friendly in Bridgeport
Total rentals
70 properties
Nightly prices starting at
$47 AUD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi
Destinations to explore
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- Columbia University
- Riverside Park
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- Bronx Zoo
- The Metropolitan Museum of Art
- Central Park Zoo
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- USTA Billie Jean King National Tennis Center
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Woodmont Beach
- Walnut Public Beach
- Rye Town Beach
- TPC River Highlands
- American Museum of Natural History
- Clinton Town Beach