
Pet-friendly vacation rentals in Fairfield County
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Top-rated pet-friendly home rentals in Fairfield County
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Pet-friendly house rentals

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!

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!!

Downtown Fairfield 3 bedroom Colonial
Loved our stay at Greg's. The house is cozy and really well equipped. Location is perfect for quick access to town and beaches. Greg's communication was helpful and fast in response. Will definitely stay again!

Steps from the water!
Very nice place. Super-clean and comfortable.

Norwalk/Westport Border, Near Beach, w/Fire Pit
Claudia responded to the couple of questions I had immediately. She was very kind and welcoming! The house was very clean and comfy! I look forward to another stay in the future.

Greenwich abode Close to Just about Everything
Please stay here and support Nicole.. what a wonderful host Comfortable, clean and safe home Snow storm hit overnight and we woke up to the sidewalk and steps already shoveled and salted … she even offered to dig out our car if the snow was piled up high enough Nicole was very proactive with great communication but we did not feel bothered Plenty of street parking right by the house We really enjoyed watching the ducks and other water fowl in the stream behind the house A little bit of nature to relax after a day in the city Thanks Nicole, we will be back to stay in your home again

Historic Pond Farmhouse
My party was in town for work, and ended up dealing with a nightmare of a host halfway through our stay. We needed a new location on short notice, which led to Lisa showing us what it looks like to go above and beyond for their guests. She accepted my request and communicated the check in process all at the late hour of 1am, as we were being unjustly evicted by the nightmare host Helen at Pound Ridge. The following morning around 7am, she proceeded to assist us with checking in and getting settled. The entire process was a 6 hour turnaround overnight from booking to check in, in which she was vigilantly working to make our transition comfortable. Lisa also offered to have the house dusted before we arrive, which was unnecessary because the house is spotless and stocked with hygiene amenities. Everything inside the home was staged properly to the point where we barely had to reach out for assistance. Lisa deserved all the praise.. it’s worth paying extra for hosts with high praise.

The Seashell House
This place was perfect! We were pleasantly surprised by all there was to do in the area nearby and the house came stocked with everything we could’ve needed!
Pet-friendly home rentals with a pool

Sunny 1BR Apartment
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

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.

Victorian apartment
The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.

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.

The Dahlia Villa within Westerhall Gardens
This is an exceptional property in every way, and provided an amazing weekend getaway for us. The design sense, amenities and attention to detail are all exquisite, inside and out. The cabin itself is lovely, somehow both modern and rustic, and the grounds with pond, landscaping and art pieces make for a lovely setting (including for dog walks). The location provides a great central hub, including hiking at Wonder Lake State Park literally 5 minutes away. We also went antiquing in Newburgh and shopping/dining in Cold Spring, both 20-30 minutes away. Lisa and Billy are considerate and friendly hosts, making clear they are available but not at all intrusive. We highly recommend this location.

North Salem Home with Pool & Great Yard
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.

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 :)

Peaceful Light-Filled Guesthouse 1 Hour From NYC
We have stayed at a lot of AirBnBs over the years, and this is one of the absolute best! The natural light in the mornings floods the place and brings a sense of warmth to what is already an incredibly warm environment. The decor is beautiful, from the lighting to the photography and pottery. RJ and John were very responsive and helpful, and we took their recommendations on a couple restaurants and hikes which were wonderful. It is ideally located with Pound Rodge, Bedford, Ridgefield and other towns a short drive (usually 10-15 minutes at the most). We will absolutely try to book sweetbriar guesthouse again when visiting Pound Ridge.
Private, pet-friendly home rentals

Seaside Serenity: 2B 1B, Patio,Near Beach
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock
Enjoyed a perfect 4 night stay on Candlewood Isle with our family. We loved the house’s amazing lake views with full windows! Great spaces to relax and nice tucked away corners for quiet also. The mattresses were extra comfortable! Easily accessible to local towns for good dining. We would absolutely stay here again when in the area. Smooth seamless stay!

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.

Nature Retreat on 2.5 Acres
My family and I had a lovely Easter stay at Klaira's house. The home is very nicely laid out and well equipped. The beds are very comfortable and everything was spotless. There is a nice outdoor deck and gazebo area but the weather was a bit chilly so we did not get a chance to enjoy. We are familiar with this part of Connecticut so we had lots to do. The beautiful Weir Farm National Historic Park is nearby as are hiking trails and good restaurants a short drive away in Ridgefield and in Wilton. I recommend Klaria's comfortable house rather than a hotel for anyone looking for a family gathering spot for your New England stay.

Private 1 bedroom apartment in central Connecticut
I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.

Cozy Cottage
The cottage was just as described and what you see in the photos is what you get. Hector was very responsive when I reached out to him. It was very comfortable and clean. Looking forward to being back and shared the listing with friends and family.

Serenity in the Roxbury Woods!
We enjoyed a wonderful stay! Danny was truly amazing! Very responsive and even checked on us during the winter storm to ensure everything was ok. He also had the snow plow come through and do the driveway prior to checkout. The house is amazing and we can’t recommend Danny’s place enough!

Private Studio Apartment; Kitchen; Fully Furnished
Our stay in the Fairfield University area was absolutely delightful! The home was cozy, impeccably clean, and filled with thoughtful touches that made us feel welcome from the moment we arrived. The location was perfect, close to family and friends yet wonderfully quiet and peaceful. Bill & Lois went above and beyond to ensure our comfort, I especially enjoyed the chocolates (shhh) just don’t tell my cardiologist. Sheila loved the ceramic dish. We couldn’t have asked for a better experience and look forward to returning. Thank you
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Tenement Museum
- Riverside Park
- Comedy Cellar
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Rockefeller Center
- The Metropolitan Museum of Art
- Central Park Zoo
- Dunewood