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16th Century Cottage Situated Opposite The Medieval Landgate Arch

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A cozy living room with a fireplace, a television, and a bookshelf. - 16th Century Cottage Situated Opposite The Medieval Landgate Arch (Rye)
Exterior - 16th Century Cottage Situated Opposite The Medieval Landgate Arch (Rye)
Shower, hair dryer, towels, toilet paper - 16th Century Cottage Situated Opposite The Medieval Landgate Arch (Rye)
Outdoor dining - 16th Century Cottage Situated Opposite The Medieval Landgate Arch (Rye)
Smart TV, fireplace, stereo - 16th Century Cottage Situated Opposite The Medieval Landgate Arch (Rye)
In the heart of historic Rye, Chesterfield Cottage offers a charming retreat with two cozy bedrooms and a warm atmosphere. This 16th-century haven is nestled opposite Landgate arch, just minutes from antique shops, art galleries, and restaurants.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedroomsSleeps 49 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Pet-friendly
  • Free Wi-Fi
  • Outdoor space
  • Parking available

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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.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Fenced yard
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near an outlet shopping centre
  • Near the bay
  • Near the sea
  • On a river

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Mountain biking nearby
  • Swimming nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Unit size: 97 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: We accept pets for a small additional charge.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts
A car is not required for transport to and from this property

About the area

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 hiking/biking trails and cycling. Visit our Rye travel guide
View more Cottages in Rye
Map
Rye, East Sussex

What's nearby

  • 1066 Country Walk
    2 min walk - 0.2 km
  • Rye Castle Museum
    3 min walk - 0.3 km
  • Lamb House
    4 min walk - 0.4 km
  • Rye Heritage Centre
    6 min walk - 0.5 km
  • Rye St. Mary's Parish Church
    7 min walk - 0.7 km

Getting around

  • Rye Station
    4 min walk

Restaurants

  • Globe Inn Marsh
    5 min walk
  • The Mermaid Street Café
    6 min walk
  • The Mermaid Inn
    6 min walk
  • Knoops
    1 min walk
  • Whitehouse
    4 min walk

Frequently asked questions

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 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. Camber Sands is 2.6 mi (4.2 km) away. Rye Station is only a 4-minute walk.

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16th Century Cottage Situated Opposite The Medieval Landgate Arch Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 144 out of 196 reviews
Rating 8 - Good. 45 out of 196 reviews
Rating 6 - Okay. 6 out of 196 reviews
Rating 4 - Poor. 1 out of 196 reviews
Rating 2 - Terrible. 0 out of 196 reviews

9.4

Cleanliness

9.8

Location

9.2

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Chloe C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Apr 2026
Verified

8/10 Good

Paul M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Adam B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, great location. Slight issues with comms during our stay but all was fine.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Andrew M.

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

Great location

A very well equipped cottage in the centre of Rye. Easy walking to shops restaurants etc. Had a great time and would highly recommend it.
Stayed 10 nights in Aug 2024
Verified

10/10 Excellent

Bernhard G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

David P.

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

Stay in Rye

A nice clean property and very well situated for Rye itself The owner communicated well with us and this made for a pleasant stay
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Gillian L.

Liked: Check-in, communication, location, listing accuracy

Week to explore East Sussex

Perfect location. Lots of good pubs and restaurants. Quirky little cottage.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Jo S.

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

Family half term break

Wonderful location and the cottage had everything we needed. Log burner was lovely and cosy
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Melanie S.

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

Quaint little cottage

We spent a few days in beautiful Rye and really enjoyed our time in the cottage. The location is great and the decor is cozy. We enjoyed the small garden to have a coffee there in the morning or to sit outside in the evening.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Samantha P.

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

16th century cottage in Rye

Great little cottage in a suburb location.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Maria B.

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

Lovely cottage

The cottage was brimming with character, featuring exposed beams, original stone walls, and vintage decor, the cozy fireplace was the perfect touch, creating a warm and inviting atmosphere.The host was exceptionally welcoming. Location was perfect as well! Highly recommend!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

christopher l.

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

Just the job

Cosy, comfortable, clean and a great location. Outside sunny courtyard was an added bonus.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Jamie H.

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

Jamie High

Another great stay here!! Location is perfect and I love how quaint and lovely it is. Will be back
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Lisa W.

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

Third stay and still loving it

This little cottage always makes us smile. It is cosy and comfortable. It has everything needed for a self catering break. It's quaint and located in a super spot near the shops. We'll be back next December all being well
Stayed 4 nights in Dec 2024
Verified

6/10 Okay

Fiona R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Brilliant location of the property. Easy access and good communication with the owner. Car parking was close by and very reasonably priced. Property had everything you needed - was good to have a small outside space too, however we felt the decor was tired. The quality of the bed linen/ towels was not what we expected and smelt a bit musty.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Ruth Z.

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

Comfortably snug and convenient

We loved our stay in Rye at Chesterfield Cottage. It was convenient for walking about Rye for shopping and eating. The three of us were comfortable and cozy.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Navina E.

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

Solo weekend

Wonderful rest. Soaking up history
Stayed 3 nights in May 2024
Verified

8/10 Good

june m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was fine except for the stairs. Very low beams on staircase which was to be expected so banged my head few times. Great location. Host left some maps/info for walking which waz helpful & appreciated.
Stayed 3 nights in Oct 2025
Verified

8/10 Good

Christopherus B.

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

Nice week with English weather

Good location in the center of Rye. Parking is a little problem all over the place (not a problem of the cottage)
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Sarah S.

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

Bijou but quirky and so convenient!

Our family of 4 plus woofer dog had a great time and Chesterfield cottage was great to base ourselves from. The courtyard was a little suntrap in the afternoons for the very rare times we actually stayed in the cottage during the day. Comfy and everything we needed - thank you again Richard for having us!
Stayed 4 nights in May 2024
Verified

10/10 Excellent

William L.

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

Lovely little cottage

Thanks for a lovely stay in this lovely little cottage. The location is fab, and we enjoyed sitting in the courtyard garden for peace and quiet. Cottage is as described on listing. Thank you
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

debbie c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cosy little cottage in a prime location. Very clean and warm. Towels provided.Just a short walk to the best streets and quirky shops and a big plus, was a Bus stop right outside, easy for getting to Camber sands.The Spiral staircase was a bit precarious but we managed ok.My only negative is the bed was really uncomfortable. It really Needs a new mattress as springs were so bad, hurting our back and making it difficult to sleep.
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Paul M.

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

Another excellent stay at Chesterfield Cottage

We have stayed at Chesterfield Cottage many times and have always enjoyed it. If you are staying in true this location really can’t be beaten. Literally seconds from the famous Rye landgate and all of the local pubs and restaurants. Also only a few miles from Camber Sands. The cottage itself is very quaint and comfortable and we have found it to always be clean and well maintained. Thoroughly recommended if you want to visit Rye.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Amanda P.

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

Beautiful character cottage

The cottage is so special. We had a very comfortable and pleasant stay. A word of warning, however. The stairs are not for the faint hearted!
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Andrew

Liked: Cleanliness, property conditions & facilities, communication
A fascinating old house in a great location, great to stay somewhere interesting but it is small and with low ceilings. Stairs require reasonable mobility, parking outside is short term, there is easy and cheap parking around the corner on Rope St.
Stayed 3 nights in Jun 2024