Pet-friendly vacation rentals in Fairfield County

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Popular amenities for Fairfield County pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Milford
4.91 out of 5 average rating, 33 reviews

3br/2ba: Quiet & Cozy Getaway in Milford

TeresaRating, 5 stars5 months ago
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!
Superhost
Home in Milford
4.84 out of 5 average rating, 55 reviews

Charming 2BR Home | Fast Wi-Fi & Outdoor Space

LindaRating, 5 stars4 months ago
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!!
Guest favourite
Home in Fairfield
4.93 out of 5 average rating, 107 reviews

Downtown Fairfield 3 bedroom Colonial

ChloeRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Milford
4.97 out of 5 average rating, 38 reviews

Steps from the water!

WillowRating, 5 stars2 weeks ago
Very clean, beautiful speaker and lots of space. Great place and right by beach
Guest favourite
Home in Norwalk
5 out of 5 average rating, 60 reviews

Norwalk/Westport Border, Near Beach, w/Pizza Oven

MelRating, 5 stars3 weeks ago
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.
Superhost
Home in Greenwich
4.8 out of 5 average rating, 101 reviews

Greenwich abode Close to Just about Everything

AmandaRating, 5 stars1 day ago
I really enjoyed my stay! I was in town for two days for a concert and this place was perfect. It was comfortable, clean, and conveniently located to recreation, restaurants, and entertainment. Nicole is a wonderful host and very responsive. I love the aesthetics and decor too! I would highly recommend!!
Guest favourite
Home in North Salem
4.93 out of 5 average rating, 14 reviews

Historic Pond Farmhouse

DawitRating, 5 stars1 month ago
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.
Guest favourite
Home in Milford
4.91 out of 5 average rating, 43 reviews

The Seashell House

FaithRating, 5 stars8 months ago
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

Superhost
Apartment in Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars4 months ago
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
Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 23 reviews

Once a Pond - time and stress slow down.

CharltonRating, 5 stars1 week ago
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.
Superhost
Apartment in Bridgeport
4.89 out of 5 average rating, 65 reviews

Victorian apartment

LeeRating, 5 stars5 months ago
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.
Top guest favourite
Guesthouse in New Milford
5 out of 5 average rating, 30 reviews

House in the Trees w/ Pool & Tennis

SashiaRating, 5 stars1 month ago
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.
Top guest favourite
Vacation home in Holmes
5 out of 5 average rating, 23 reviews

The Dahlia Villa within Westerhall Gardens

GlenRating, 5 stars6 months ago
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.
Guest favourite
Home in North Salem
4.94 out of 5 average rating, 32 reviews

North Salem Home with Pool & Great Yard

MauricioRating, 5 stars6 days ago
Exactly what my family needed for a quiet getaway from the city. The huge yard and quiet surroundings were a blessing. Made friends with the woodpecker while enjoying a cup of coffee on the patio :) The house is well equipped and kept immaculate. the weather helped in allowing us to both enjoy the warmth of the fireplace, while also enjoying the hammocks. We loved our stay so much that we extended our stay by three days. Susan is a great host and is very thoughtful and friendly. I highly recommend this home to anyone ! Looking forward to coming back.,
Guest favourite
Guest suite in Holmes
4.98 out of 5 average rating, 192 reviews

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!

RachelRating, 5 stars2 months ago
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 :)
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 160 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

ChaseRating, 5 stars2 weeks ago
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

Guest favourite
Cottage in Norwalk
4.94 out of 5 average rating, 68 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in New Fairfield
5 out of 5 average rating, 38 reviews

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock

AlesiaRating, 5 stars2 days ago
The location suited our needs perfectly. It was close to our Jehovah’s Witness facility in Patterson NY. We had a morning tour which made it very convenient, only 20 minutes away. We not only enjoyed the peaceful quietness, we were also able to do a little fishing at the boat docks right on the property of Candlewood Isle and caught a few fish.☺️
Guest favourite
Apartment in Pound Ridge
4.86 out of 5 average rating, 36 reviews

The Suite at Pound Ridge

NickRating, 5 stars3 days ago
Close to our friends and super easy to checkin and very clean & comfortable. Thank you, planning to return again and again. 11/10 !
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars1 week ago
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.
Top guest favourite
Home in Wilton
5 out of 5 average rating, 15 reviews

Nature Retreat on 2.5 Acres

Mary AnnRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Roxbury
4.9 out of 5 average rating, 21 reviews

Serenity in the Roxbury Woods!

KyraRating, 5 stars2 months ago
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!
Top guest favourite
Guest suite in Fairfield
4.94 out of 5 average rating, 413 reviews

Private Studio Apartment; Kitchen; Fully Furnished

LizRating, 5 stars2 weeks ago
Space was comfortable and clean. Hosts were super responsive. Greatly appreciate the fruit, coffee and light breakfast foods provided. Such a huge help when traveling!
Superhost
Cottage in South Salem
4.84 out of 5 average rating, 45 reviews

Charming Lake Front Cottage - Paradise Rest Home

DeborahRating, 5 stars3 days ago
Super special place. Very peaceful. Beautiful surroundings. If you love nature and a charming location, this is the place. The host was also extremely responsive and the cottage had everything I needed for a three month stay! Highly recommend!

Destinations to explore