A rare find - enjoy a variety of games available on-site.
At the centre of it all
Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Near 1066 Country Walk
2 bedroomsSleeps 4
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Fenced yard
Free Wi-Fi
Explore the area
Rye, East Sussex
1066 Country Walk
Place, 1066 Country Walk
‪2 min walk‬
Lamb House
Place, Lamb House
‪4 min walk‬
Rye Heritage Centre
Place, Rye Heritage Centre
‪6 min walk‬
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 2
1 Single Bed
Master Bedroom
1 Double Bed
Bathroom
Shower only
Spaces
Kitchen
Garden
Dining area
About this property
16th Century Cottage Situated Opposite The Medieval Landgate Arch
Chesterfield Cottage is a charming 16th century cottage, located in the heart of the conservation area of ancient Rye. It is situated opposite the Landgate arch and is just minutes from the historic attractions, antique shops, art galleries, bars and restaurants that Rye has to offer.
The cottage has two bedrooms and can comfortably sleep 3. There is a double bedroom on the first floor and a second bedroom in the loft that has one small (2ft6") singles.
The bedrooms and bathroom of the cottage are accessed via steep spiral staircases which may not be suitable for the elderly or very young. There is also a small step between the lounge and kitchen.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Rye
Located in Rye, this cottage is on a river. Camber Sands and High Weald reflect the area's natural beauty and area attractions include South of England Rare Breeds Centre and Tenterden Leisure Centre. Travelling with kids? Consider Kent and East Sussex Railway and Phoenix Arts Centre. Discover the area's water adventures with windsurfing and fishing nearby, or enjoy the great outdoors with cycling and hiking.
Is 16th Century Cottage Situated Opposite The Medieval Landgate Arch pet-friendly?
Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at 16th Century Cottage Situated Opposite The Medieval Landgate Arch?
As of 6 Aug, 2026, prices found for a 1-night stay for 2 adults at 16th Century Cottage Situated Opposite The Medieval Landgate Arch on 27 Oct, 2026 start from S$633, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at 16th Century Cottage Situated Opposite The Medieval Landgate Arch?
On-site parking is available at the property.
What time is check-in at 16th Century Cottage Situated Opposite The Medieval Landgate Arch?
Check-in begins at 3:00 PM.
What time is check-out at 16th Century Cottage Situated Opposite The Medieval Landgate Arch?
Checkout is at 10:30 AM.
Where is 16th Century Cottage Situated Opposite The Medieval Landgate Arch located?
This family-friendly Rye cottage is located by the sea, steps away from Landgate, 1066 Country Walk and Rye Castle Museum. Church of St Mary the Virgin and Rye St. Mary's Parish Church are also within 5 minutes. Rye Station is only a 4-minute walk.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful Cottage and lovely original condition within the walls of the city so an excellent location able to walk everywhere with the local parking advised by the owner very good value for money all the money within the property were in good useful condition and I would definitely recommend, thank you very much
Julie
Stayed 4 nights in Apr 2026
Verified review
10/10 Excellent
Beth
17 Sept, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Cosy homely cottage had a wonderful stay, short walk to everything.
Such a sweet little cottage right in the centre of Rye. Great communication with the host. Very functional kitchen, netflix on the tv, fire starters and kindling for the fire, warm house when heating is on, comfortable beds and good pressure on the shower.
We have stayed at Chesterfield Cottage on several occasions and always enjoy it. The location can’t be beaten - right in centre of the town. The Cottage is cosy and comfortable with a wood burner to add to the ambiance.
We had an amazing stay, as part of the Rye bonfire event, and we were very happy with the property.Decent garden and Kitchen space, with a cosy bedroom/living room.
Great Location. Unfortunately there was a very strong smell, I think of stale cigarette smoke. As you couldn't open the sash windows it was difficult to clear the air. The TV works off apps only, there is no live tv, so a bit difficult to work out how to work it.The fridge was very dirty with remnants of food. The stairs are very steep (which is expected in a 17th century cottage) but I feel it should be highlighted as a less agile person would struggle to navigate them. The bed was comfortable and bedding clean, however, as you can't open the sash window I struggled with the stale smell upstairs.Beautiful cottage but would benefit from a little TLC.
Janet S.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 28 Jul, 2026
Thank you for taking the time to leave your feedback. I am sorry that some aspects of your stay did not meet your expectations.
We operate a strict no-smoking policy at Chesterfield Cottage. However, if residents in neighbouring properties or gardens are smoking outdoors, odours can occasionally drift into the property. Unfortunately, this is beyond our control, although I appreciate that it can be unpleasant.
Due to the cottage's location, the TV aerial can occasionally struggle to receive a reliable live TV signal. For this reason, we also provide access to a range of streaming apps as an alternative. I appreciate that this may not have been immediately obvious and will review the information provided to guests to make this clearer.
Regarding the front windows, after experiencing a small number of security-related issues over the years, and given that the cottage is often unoccupied for extended periods, I made the difficult decision to keep them closed. To help maintain airflow and guest comfort, a powerful air circulation fan is provided.
I am also sorry to hear that the fridge was not presented to the standard you expected. This is not the standard we aim for, and I will raise the matter with our cleaner to help ensure it does not happen again.
We do highlight on our VRBO listing that the bedrooms and bathroom are accessed via steep spiral staircases, which may not be suitable for elderly guests or very young children. Nevertheless, I am sorry to hear that you found them difficult to navigate.
Thank you again for your comments. Guest feedback is always appreciated and helps us identify areas where we can improve and enhance future guests' experiences.
I'm pleased to hear that you enjoyed the location and found the bed comfortable.
What a great little cottage right at the centre of Rye! We especially enjoyed sitting in the garden. The kitchen is well equipped, the apartment is tidy
We have stayed in Chesterfield Cottage on a few occasions and have always found to be a great place to stay. Located right in centre of town close to all sights, pubs and restaurants.
Will definitely return again.
Paul M.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 12 Aug, 2023
thanks for the review & repeat visits, hope to see you again soon.
The cottage was pretty, well located, warm and comfortable
Justin P.
Stayed 4 nights in Feb 2020
Response from VrboOwner on 3 Apr, 2020
Thank you for your review. I am glad that you enjoyed your stay in Rye and found everything you needed at the cottage.
If you come back to Rye I hope you consider staying with us again.
Kind regards,
Richard
Chesterfield Cottage is owned by my partner Chris and myself.
Chris works in the print industry and I work in the IT/Finance industries.
Why they chose this property
We had been escaping to Rye from our busy lives in London for years, purchasing Chesterfield Cottage in 2010. After some extensive renovations to the kitchen and bathroom we have been using it as our home away from home, to relax and recharge our batteries.
There is always something going on in the town and local area, amazing beaches, walks and quiet roads to cycle.
What makes this property unique
The cottage is perfectly placed to enjoy the tea rooms, antique shops, pubs and restaurants that Rye has to offer.
Languages:
English
Premier Host
They consistently provide great experiences for their guests