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Charming Cottage located on Historic Estate 1 Hour from NYC!

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Photo gallery for Charming Cottage located on Historic Estate 1 Hour from NYC!

Street View
Front porch
View from 2nd floor porch
2nd floor porch, main house in background with curtains for privacy
Cottage view from main house

Reviews

10 out of 10
Exceptional

Popular amenities

  • Onsite parking available
  • Internet access
  • Balcony
  • Air-conditioning
  • Fireplace
  • Dryer

Explore the area

View in a map
Wilton, CT
  • Place, Wilton Historical Society
    ‪7 min drive‬
  • Place, Keeler Tavern Museum & History Center
    ‪8 min drive‬
  • Place, Ridgefield Playhouse
    ‪12 min drive‬
  • Airport, White Plains, NY (HPN-Westchester County)
    ‪43 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Single Bed

1 bathroom, 1 half bathroom

Bathroom 2

Toilet · Shower only

Master Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

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Frequently asked questions

Is Charming Cottage located on Historic Estate 1 Hour from NYC! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming Cottage located on Historic Estate 1 Hour from NYC!?

On-site parking is available at the property.

What time is check-in at Charming Cottage located on Historic Estate 1 Hour from NYC!?

Check-in begins at 3:00 PM.

What time is check-out at Charming Cottage located on Historic Estate 1 Hour from NYC!?

Checkout is at 11:00 AM.

Where is Charming Cottage located on Historic Estate 1 Hour from NYC! located?

Located in the heart of Wilton, this golf guesthouse is within 6 miles (10 km) of Weir Farm National Historic Site, Keeler Tavern Museum & History Center and Wilton Historical Society. Ridgefield Playhouse and New Canaan Town Hall are also within 9 miles (15 km).

Reviews

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Matthew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house!

Very clean and accommodating, the wild flower arrangements were a nice touch! We would stay again!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Jennifer A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a cozy place to stay!

This was such a cozy place to stay! Me and my whole family loved everything about this place. It has all the comforts of home. You can tell the host thought of everything that would make guests stay as comfortable as possible. I would absolutely stay here again!
Stayed 2 nights in Dec 2022
Verified

10/10 Excellent

Anne T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect weekend

We loved the cottage! Everything was so clean, cozy and comfortable. The hosts were so welcoming and kind. We loved the walks and the nearby town centers. Highly recommend!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Dana B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

House is even cuter than the pictures. Fully stocked kitchen with everything you could possibly need. Will be back for sure.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Ann Marie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage stay

Cottage was charming, cozy and spotless. Working fireplace was a treat over the dreary, chilly weekend. Dale and Billie were very responsive and helpful with our early arrival. Quiet location, just a short drive to Ridgefield town center. Sleeping accommodations were as advertised but ended up being a little tight for our family of 5.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wilton Beauty!

A perfect retreat in the beautiful Hudson Valley and Fairfield County. Weather was fabulous and the cottage was perfect. Billie and Dale are the most friendly hosts with the dogs! We had a brilliant week and will be back again. The cottage is very well presented and fully stocked. A wonderful open fire too! Thanks!
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Sebastian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing stay

We had a very enjoyable stay at this location. The hosts were both very accommodating and went out of their way to make sure we had everything we needed for our weeklong stay. Communication with hosts was great! The property offers great walking paths. The house had all the amenities that we needed. Kitchen was superb and came stocked with the essentials. We will hopefully have another reason to come to this part Connecticut and stay at this house.
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Cecilia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, cozy cottage

We had such a relaxing visit. The cottage is adorable, with beautiful furnishings and every tool you could possibly need in the kitchen. Being able to use the fireplace was wonderful on cold nights. Even though we never met in person, Billie Sue was a wonderful host, texting regularly before we arrived and during our stay to make sure that we had everything we needed. I loved the location, which is halfway between the town centers of Ridgefield and Wilton.
Stayed 3 nights in Dec 2020
Verified

10/10 Excellent

Cathy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas in Connecticut

This cozy cottage located on an estate in scenic and historic Wilton, Connecticut could not have been more perfect for our family Christmas gathering. Care was taken to provide all creature comforts. The cottage is perfectly situated between the beautiful towns of Ridgefield and Wilton with museums, shopping, casual and fine dining and wooded trails are everywhere. Our hosts, Billie Sue and Dale could not have been more welcoming and attentive to our needs. We would recommend this charming getaway for all seasons.
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Anne F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

We couldn't ask for a better experience and place to stay. Dale and Billie were welcoming from the start and made sure we had everything we needed from check in to check out. We used the kitchen for breakfast and spent a cold rainy morning in the main room, enjoying the fire that was laid for us. We appreciated the details, like the filtered water in the frig. and the lovely scented diffuser in the bathroom. The home was clean, cozy and perfectly situated for everything we were doing between Westport, Wilton and New Canaan. We would definitely stay here again if in the area.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Sally B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything You Expect and Much More!

We highly recommend The Cottage. The location is fantastic with beautiful hiking trails right in the backyard. The house is very clean, organized and comfortable. Billy Sue and Dale are fabulous hosts, and people, who go above and beyond with extra special touches like fresh produce from their garden, a welcome bottle of wine, fresh cut flowers and a pre-made fire just waiting for you to light. The week flew by and we are happy to have met Billy Sue & Dale. Would not hesitate to return.
Stayed 7 nights in Nov 2020
Verified

10/10 Excellent

John H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend getaway

Charming cottage for a family weekend getaway. The cottage was very clean and homey. There is a beautiful updated kitchen, cozy living space, and nice bedrooms and bathrooms. The location was ideal for us - easy trip from the city and central to a number of interesting places in the area. The property itself is gorgeous, with walking trails behind the back yard. Dale and Billie Sue were incredibly accommodating and responsive, making sure we had an enjoyable stay. We spoke on the phone with them a couple times, and got to meet Dale shortly as we were leaving and they seem like genuinely nice people. Overall, this was a great escape from the city and I can’t say enough good things about the place!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Maxwell B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay in Wilton /ridgefield

This carriage house was very nice! It was spotless and the owners take a lot of pride in renovating the historic carriage house and making it comfortable for short stays. It is equidistant between ridgefield and Wilton so very close to fun shops and restaurants. The kitchen is upgraded with nice new appliances. The only slight downsides were that the ceilings were low in a few doorways so I bumped my head a few times (I’m over 6 ft). Great communication with the owners who will go out of their way to make sure you are happy and comfortable! Thank you!!
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming and Thoughtful

We thoroughly enjoyed our 4 day stay at this cottage. The hosts have thought of every need their guests might have. Spotlessly clean throughout, and the kitchen was much better equipped than other short-term rentals I've stayed at - definitely possible to cook meals in this kitchen. The instructions folder includes a map you can use to hike the trails that depart from the property, leading to 2 different nature preserves. Dale and Billie Sue respond quickly to any questions, and even placed fresh flowers in several rooms in the cottage. Nearby Ridgefield has good restaurants, a great bookstore, and a very popular ice cream and candy shop. Lots of other worthwhile destinations not too far from here, but be sure to visit Ridgefield!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Jeffrey J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional, comfortable, tasteful country home

With charm and attention to detail, this house is a gem. The modern and sunny kitchen will delight cooks and the comfortable living room has a lovely and efficient fireplace. Our hosts provided ample firewood whenever needed. A separate TV room has an up-to-date flat screen TV and all the streaming channels you will need. The bedrooms and bathrooms were well-appointed. The whole house was spotlessly clean with excellent taste in art throughout. We enjoyed the the rocking chairs on the two porches which add to the charm and proved to be extra special at sunset with a glass of wine. The grounds are beautiful and border a large nature preserve with trails that wind through a forest and past streams, an amazing bonus which we enjoyed often. Our stay was a joy! Mostly importantly, our hosts, Dale and Billie, are very special people who are exceptionally warm, kind and generous. We look forward to returning every chance we get.
Stayed 14 nights in Mar 2020
Verified

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesomeness

Dale & Billiesue were amazing
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Adrienne F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic cottage with great spaces for comfortable and casual conversations.

Would highly recommend and we are looking forward to booking this location again.
Stayed 2 nights in Apr 2022
Verified

10/10 Excellent

Jason R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hotel-like experience

House was well-prepared and clean- even had a fire made and ready to be lit. Older home with some small spaces that might be hard for a larger person to navigate. Host was very responsive and flexible. Kitchen space was very nice. Recommend this house.
Stayed 3 nights in Dec 2021
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage on beautiful grounds, and wonderful hosts

Our family had such a wonderful stay at the cottage. Billie Sue and Dale are kind and wonderful hosts. The cottage is extremely clean, and very charming and comfortable. There are so many warm touches, like fresh flowers placed in the home, and fresh vegetables from their garden delivered to us. We loved relaxing on the front and back porches - it was very peaceful. The property is beautiful and our family would go on hikes in their backyard. We loved our visit and highly recommend staying here.
Verified

10/10 Excellent

Louis T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything about the property was as appeared in the listing and better.

It was so easy to deal with the Hollingsworths who are the most accommodating and generous hosts. The house is charming and was in meticulous condition and the grounds are so wonderful for young children to play. In addition, the proximity to the Quarry Head nature preserve provided great outdoor experience for the children and adults. Can't imagine a better rental.