Chequer

Rye


7

6

16

2

Set within the heart of Rye’s conservation area, Chequer is a striking double-fronted Georgian townhouse and one of the most recognisable homes in the town. Just moments from the cobbled streets, galleries, and independent shops, this beautifully restored Rye holiday home enjoys far-reaching views across the nature reserve towards Camber Sands.

Recently renovated over two years with the utmost care and attention to detail, the house balances its architectural heritage with a calm, contemporary finish – courtesy of local tradespeople, designers, artists and makers. High ceilings, sash windows, and original features sit alongside thoughtfully curated interiors, creating a space that feels both elegant and comfortable. Arranged across four floors, Chequer offers generous accommodation for group stays, with seven boutique-style bedrooms and a choice of reception rooms designed for gathering everyone together.

Whether sharing meals around the kitchen table, settling into the drawing rooms, or enjoying time on the terrace, every corner of this beautiful holiday home has been thoughtfully designed for enjoyment. At the same time, the scale of the house allows for quieter moments, with peaceful corners and elevated views adding to the sense of retreat.

With Rye’s restaurants, pubs, and cinema just around the corner, and the coastline within easy reach, Chequer is well placed for exploring both town and coast. Spacious, central, and full of character, it offers a refined base for group stays in one of Kent’s most sought-after destinations.

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  • Facilities

    Board Games
    Child Friendly
    Coffee Machine
    Cot
    Dishwasher
    3 Miles To The Beach
    0.1 Miles To The Pub
    0.1 Miles To The Shops
    Fire
    Ground Floor Bedroom
    Hairdryer
    Highchair
    Iron & Board
    Linen & Towels
    Microwave
    Parking - On Street
    Pet Friendly
    Smart TV
    Smoke Detectors
    Tumble Dryer
    Washing Machine
    Wi-Fi

About Chequer

7

6

16

2

Chequer: Sleeps 14 (plus 2 children on day beds on request at £75 per bed). 7 bedrooms, 6 bathrooms, 4 reception rooms, tiered terraces and an upper kitchen terrace/balcony. 
 

Lower Ground Floor

Access is via the grand entrance hallway

Bedroom 1 (sleeps 2) King-size bed with hanging space, chest of drawers, and smart TV

Shower room with walk in shower, WC

Recreation area/kitchenette area with dishwasher, fridge/freezer, microwave, Nespresso (original) coffee machine, kettle

Access to the tiered terraces - terraces over three levels with an array of seating and relaxation areas
 

Ground Floor

Grand entrance hallway

Sitting room with sofa and armchair seating for 10 guests, large smart screen TV

Bedroom 2 (sleeps 2) King-size bed, smart screen TV, hanging space, chest of drawers. En suite shower room.

Morning reception room, ideal for early risers, a place for watching the sunrise. Fridge, Nespresso coffee machine (original). Sofa seating and window seats for 6-8 guests.

Utility room with washing machine and tumble dryer, bin store area

Shower room and WC (via utility area - great for washing muddy paws via the side access entrance)
 

First Floor

Drawing room with high sash windows with far reaching views. Sofa and casual seating for 10/12 guests. Ornamental fireplaces.

Open plan kitchen with electric oven, microwave oven, induction hob, American fridge with freezer draws, dishwasher, Ninja air fryer, Nespresso (original) coffee machine, (Wood burning stove - available by arrangement).  Dresser full of dinnerware and crockery. A starter pack includes tea, coffee, fresh milk, butter, local loaf of bread and jam.

The dining area seats 10-12 comfortably with 4 more on an additional trestle table.

The kitchen opens onto a high line terrace area with seating for breakfast dining for 10. Perfect for lazy mornings.

Bedroom 3 (sleeps 2) King-size bed, built in wardrobes, chest of drawers

Shower room with walk in shower and WC
 

Second Floor

Bedroom 4 - Master bedroom (sleeps 2) Super king-size bed, smart TV, en suite shower room with slipper bath, walk in shower and double sink. Fold out bed available for 1 child upon prior request.

Bedroom 5 (sleeps 2 ) King-size bed, large wardrobe, dressing table. Fold out bed available for 1 child upon prior request.

Bedroom 6 (sleeps 2) King-size bed, large wardrobe, chest of drawers

Bedroom 7 (sleeps 2) King-size bed, hanging space and chest of drawers

Bathroom with slipper bath, and walk in shower and basin. 

n.b* Fold out day beds (max of two) are available for children under 10 only with bedding and towels supplied. Supplement of £75 per bed. Must be booked in advance (no later than 7 days before arrival)
 

Outside

Rear terraces on three levels with occasional seating (4) and sunbeds.(5)
 

Services

Wi-Fi throughout (yet to be tested)

Central heating throughout and underfloor heating.

Sky Package available on TV. 
 

Parking

There is a loading bay directly outside for 2 cars to drop off bags. In the near area 2 hours parking via paid metres or Ringo App can be used. Long stay parking is available a short walk away, closest is The Saltings. Rates may vary but at time of listing £10 per day. We will provide you with a list of parking areas around Rye for your convenience. 
 

Trains and Access

Railway station - Rye is 5 minutes away on foot. Ashford International for direct access from London is with 30 minutes taxi drive. 
 

Extras and Services

Bloom Stays offers a concierge service including a curated list of suppliers for catering, celebration planning, local produce tasting (cocktail making and wine tasting) massages and beauty treatments in the home and more. Please get in touch and let us know your plans. 
 

Businesses

Looking to hold a delegates event? Chequer offers numerous places to break out from team meetings in the kitchen around the table, to break out rooms in three further receptions. On request services can be arranged for A boards and projectors. The Smart TVs can be connected to. Max numbers remain at 14. 

  • Things You Need to Know

    Towels and linen provided

    Wi-Fi

    Sky package available on TV 

    Central heating throughout

    Pets allowed, up to 2. Please note that additional pet charges are 35 pound per pet per week (or part of) will be charged.

    No parking — there are a number of paid-for car parks within a short walk of the property. Information available on request. The drop-off zone is right outside. The Train station of Rye is within a 5-minute walk away and Ashford International 30-minute taxi drive. 

    The heart of the home is on the first floor. The ground floor entry level offers a TV lounge, as well as an accessible bedroom.

    Early check in, and late checkouts, may be available on request, subject to availability. Fees will apply. Please contact Bloom Stays for more details.

    If you're wondering how to feed your crowd on holiday, check out our local caterers page. We have a long list of recommended private chefs for brunches, lunches, BBQs and bespoke dinner parties.

    Take the stress out of organising your celebration with bespoke event planners, My Event Concierge. From private dining and murder mystery parties to yoga, craft workshops, and even axe throwing, they'll match your group with trusted suppliers and create a tailored itinerary.
     

  • House Rules

    We hope you have a wonderful stay in Chequer, Rye. We would respectfully ask that the following house rules are adhered to, to avoid any damages to our beautiful holiday home. Should any damages arise please note charges may be taken from your security deposit.

    Especially important when multiple groups are staying for nearby weddings please ensure all guests are aware of these rules. The key box should be managed for guests sharing access keys. Please take care not to lose the keys.

    • The Lead booker must be staying at the property due to contractual terms of booking. Unless agreed otherwise in writing and details of others leading the booking.
    • Please ensure you check out on time to allow our housekeepers to enter the property and prepare it for the next guests.
    • There is a laundry collection service on Fridays - normally between 12 and 1 however should the collection run late, guests may see Laundry Ninja's collecting laundry from a downstairs room. They will do their upmost not to disturb your stay.
    • Smoking is not permitted in the property at any time.
    • Please note for insurance purposes the number of guests must not exceed the total occupancy of the house.
    • For fire safety reasons please do not use any candles in the property.
    • Please note stag parties are not permitted. Nor are group of under 25s
    • Please note quiet hours are between 11pm and 9am. Please be respectful to our neighbours.
    • No confetti and no messy decorations are permitted on the walls or frames of the property.
    • On check out, please clear all items including all refrigerated items, dispose of waste in the bins in the utility room area and ensure you turn on the dishwasher before departure. You do not need to strip the beds.
    • On departure, please ensure the heating is set back to 16 degrees, windows closed and all doors are locked and return the keys to the key box.
In the Area

Tucked away in East Sussex, just a stone’s throw from the sea, Rye is a perfectly preserved medieval town with cobbled streets, crooked timber-framed houses, and sweeping views over the Romney Marsh. Once a coastal stronghold and smugglers’ haven, Rye is now a haven for foodies, families, and culture-lovers alike. The surrounding area is rich in wildlife, vineyards, wide open beaches, and rolling countryside, offering a little of everything for the curious traveller.

Explore the Ypres Tower (Rye Castle), a 13th-century fort offering insight into Rye’s rich past, complete with tales of smuggling, courtroom drama, and sweeping rooftop views over the town and coast. Dine on East Street, where historic charm meets modern flavours. The Union stands out for its locally sourced sharing plates and stylish setting in a centuries-old building. Visit Camber Sands, a vast golden beach just ten minutes from Rye. Ideal for families, it’s perfect for paddling, kite-flying, sand dunes, and seaside picnics.

Enjoy a relaxed tasting at Tillingham Vineyard in nearby Peasmarsh. This organic winery offers beautiful views, artisan wines, and a peaceful garden setting—great for both adults and children. Wander through Rye’s independent shops to discover antiques, vintage books, and handmade local goods—ideal for unique souvenirs and gifts. Rye is very accessible with trains from London and abroad via Ashford International and through to the town. Chequer is within walking distance of the station.

Frequently Asked Questions

Yes. This holiday cottage in Rye allows two dogs at the holiday rental for the duration of your stay. Pets are charged at an additional 35 pounds per pet, per week.

Yes. Sleeping up to 14 guests across seven bedrooms and multiple reception rooms, Chequer is an excellent large group accommodation option for trips that include family gatherings and celebrations.

We recommend packing comfortable shoes for walking Rye’s cobbled streets, along with layers and beachwear if you plan to visit nearby Camber Sands or Winchelsea. The property also features a Nespresso coffee machine; if you wish to make use of this, Nespresso compatible pods can be purchased online or from local supermarkets.

What about the extra bits to complete your break away?
Extras and Experiences
Reviews

A Beautiful Stay 5/5

We had such a lovely time staying at Chequer. The location was perfect, and the house itself was beautiful, spacious, and so comfortable. Every detail felt thoughtfully considered, which made it a real home away from home. We’d be very happy to stay again and highly recommend it.

Molly Jamison | 18 September 2025

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