Pet-friendly vacation rentals in Madison

It was a lovely stay. Great location. House felt like a home and had great vibes.

This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.

This is our second time time staying at Ron’s airbnbs We absolutely love it there ! Ron is great! Super accommodating and easy to get a hold of. The rooms are always clean and it feels like a home away from home We will definitely be coming back!

The host Joanna was very responsive with communication. The house was big and clean (I am extremely picky with cleanliness). We stayed there for parents weekend at Fairfield University which was about a 25minute drive to the senior beach houses which wasn't terrible. For those Sacred Heart University families it is super close to their campus. The house is in a quiet, safe, family community. Overall, we were very happy!

Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!

We had a great time. The house was really big and perfect for a big group. The common areas allowed us to spend time together and there was so much to do in the house and in its surroundings. We definitely recommend it.

It’s a great place to stay and I would not hesitate recommending this location to anyone

Carlos and Sara are wonderful hosts and communicators. Their family friendly home was perfect for our needs. The beds are super comfy and linens and quilts extra clean. We didn’t cook in but if we did the kitchen was well stocked. The waiting basket of treats was a big hit with the kiddos. Thank you Carlos and Sara!

We stayed here for a weekend while visiting our daughter at Fairfield University. The location was perfect! The house was beautiful- it reminded me of a modernized cottage. Everything was spotless - made you feel instantly at home! We will absolutely be back! We tried for upcoming parents weekend in October 2025 and she's already sold out!! Definitely book - you won't be disappointed!

Lori was an amazing host. She coordinated with me on everything prior to checking in. I explained that I would be using her home for a small surprise birthday party and she even offered to do some decorations or help out any way she could. Way above and beyond her responsibilities as a host. On top of that she set up a fire pit with firewood and even left a s’mores kit for us. The most amazing thing was she left a birthday card and gift for my girlfriend. It was completely unexpected and we were so appreciative. The home was very clean, cozy, and had everything that we were looking for.

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!!

Everything was wonderful! So peaceful, clean, and comfortable! The neighborhood was quiet and safe feeling. I personally loved that it wasn’t over cluttered with decorations! Plenty of room to put your stuff down and get to your vacation. Felt right at home!

Fabulous house! Very clean and private. Great location and convenient location to the highway. Great fenced in bars for your dog. We highly recommend. I would not recommend Thanksgiving weekend. As it is impossible to enjoy the area with all the festivities. We were unable to keep dinner reservations due to all the activities. There is no warning letting you know about the festivities from the town ahead of time. Due to the location near the highway, we enjoyed the neighboring towns.

Jim’s home is lovely and tranquil. To look at the beautiful ash creek every day with the wonderful wildlife was amazing. The inside of the home was very well appointed … excellent attention to detail in the kitchen and bathrooms. Very comfortable and cozy !!

We came back to stay for a second time and hope to be back for many more! The place is exactly as advertised, beautiful, and an easy walk into town. Marianne and Stephen were super flexible with a few requests we had around the stay and so easy to communicate with. Greenport is the best and this home is amazing - you won’t regret booking here!

Beautiful house- even better than the pictures. We were two families with young children. We loved the open concept with plenty of space for the children. We were able to walk to town for dinner (the walk home is uphill FYI). The house was well stocked and every detail of furnishings was coastal and cute. The host is extremely responsive and helpful. We definitely will stay again when we are in town.

The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

Great place, super nice people to help and assistance. I loved the ping-pong table!!!

We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

Rio was a really friendly and helpful host and his cottage was very cute in a lovely area surrounded by trees and great walks and hikes. We made s'mores over the fire pit, enjoyed the quiet, and explored a few towns nearby. Great weekend!

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!

Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.

As always, we love our stay at the cottage. It’s becoming our home away from home when visiting our son. Thanks for all our goodies! Always a great surprise! Have a wonderful Christmas. We’ll see you next year I hope.

Perfect spot to meet up with family for a concert in Newtown! Everything was just as described!