Pet-friendly vacation rentals in Roxbury

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.

It was an excellent stay and all the facilities were as perfect as the picture. The design and style are beautiful. The landlord knew we brought the service dogs and prepared the dog beds. Thank you very much. It was quiet, the check-in instructions were obvious and in place, everything went smoothly, the lawn and the perimeter were clean, the interior was neat and comfortable, the kitchen facilities were complete, everything was perfect. I will stay again if I have the chance. It was a great experience.

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!!

We had the absolute best stay at Jeanie’s home! It was beautiful, spacious, and so well decorated, and the property couldn’t be more peaceful. The chickens and ducks in the backyard were so fun to watch, and really made the stay so magical. Jeanie was so helpful too, with lots of local recommendations and made our whole trip so easy! The house oozes with charm and character, and we couldn’t have loved it more!

My family was in town for a funeral, and we were able to book Victoria's home and save versus booking multiple hotel rooms. The location is minutes of I-95, so the home gave us a nice, central home base with a kitchen to get to everything and feed the kiddos between events. While we weren't looking for a beach trip - we were able to walk to the local beach and enjoy it with our young kids for a few hours over the weekend. The home was clean, comfortable, and worked perfectly for us. Communicating with Victoria was very easy, and check in/out was a piece of cake as there is a lock box on the house. If I need to bring the family back to the Stamford area, we'll definitely want to stay at Victoria's home again! Thanks!

Jake’s place was easy to find and in a beautiful location. We were 25 mins away from Mohawk mountain which made for a perfect getaway. The kitchen was well stocked and the living space was comfortable. It was a little draughty in the evenings but there were blankets and an open fire to make for a cozy night in.

Madeline was easily accessible and the well-stocked house was snug, warm, and comfortable during our stay in very wintry weather. The setting is quiet, but very close to town and all amenities. We had a thoroughly enjoyable stay.

Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!

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

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.

Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

The Little 9 guesthouse is home away from home for our family. The house is comfortable, the kitchen lovely to cook in, and the hosts are friendly, responsive, and gracious. It is our favorite weekend spot for a break, with bonfires, star-gazing, walks in the fields, sledding in the winter, and the kids (and I) love Magnolia, Razzle and Dazzle, the 3 goats.

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 :)

Upon entry, my architect husband said "Cute Cottage; Susan you did it again." Plenty of room for a couple in their mid-seventies, and a Millennial daughter. The cottage is very well insulated such that I didn't have to run the heat except for fifteen minutes at bedtime in mid-October, yet there is a big south-facing sliding door in each of the rooms where the sun and moon shines through. Beautiful woodland falls away from the cottage and small patio beyond the sliding doors, and moonlight is magic on all the leaves. If we had more time we would have investigated the many books in the shelving. We will find excuses for coming back to the area and will stay here again.

Place was beautiful and cozy. We loved the house and it's scenery. The fire place was nice. Was very private. The drive to the towns were not too bad. Would highly recommend. I would have liked to hang out in the house a bit more, but my husband likes to be out and about. If it was just me, I would have wanted to spend most of the time at the house.

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.

The place was very clean and cozy and warm. We had such a lovely stay watching the snow fall outside. The kitchen was great for cooking. Saverio was so kind and helpful when our car got stuck in the snow. Would definitely come back!

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!

Lovely stay! The hosts were incredibly helpful and responsive, and the view was AMAZING! It must be absolutely gorgeous in the summer! Thank you again! :)

Our short stay in Milford was perfect for my mom and I. Cameron's little place by the beach was a beach cottage that felt larger. It was impeccably clean and the lay out was inviting and perfect for us. The bedrooms and living area were decorated beautifully and felt airy and comfortable. Not cluttered with unnecessary photos and knickknacks. very beach vibe. The area was really nice with a easy quick stroll down to the beach. Walk south to Laurel Beach, its beautiful. Thank you for the stay and your flexibility. We will be back if we need to visit Connecticut again!

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!

The A-Frame in Rhinebeck was a perfect place for us to stay. We loved walking along the gravel road with views of Silver Lake, and very happy that the home was pet friendly, our traveling cat was very cozy in front of the heaters. Amy was easy to reach and communicative during our stay, and the kitchen is in fact fully-stocked for cooking, we were able to make full meals without missing utensils or pots/pans. The main bedroom with the queen bed faces the east and gets full morning sun, so bring an eye mask if you're looking to sleep in. We'd be happy to return as this was perfect proximity for us to some of our favorite places, Branchwater Farms, Suarez Family Brewery, Holy Cow Ice Cream and the Golden Russet.

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!