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Henry Oscar House

Winchelsea, near Rye, Sussex
Grade 5 Star rating


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Sleeps 8
Bedrooms 4
Bathrooms 3
Pets 2
Prices are per property not per person includes a £40 booking fee.

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Why Us?

  • 1.7 million happy customers a year
  • 98% of guests would book again
  • 30 years of experience
  • Independent reviews
  • Recognised grading standards
  • Exclusive ferry travel offers

This property is part of our English Country Cottages collection

An inspiring collection of properties chosen for their character, luxury and heritage, all graded 4 star and above.


This eco-friendly property has stunning rural views and is just 3½ miles from Rye. Spend a day at one of the many beaches in the area, including Camber Sands.

Escape to this stunning, detached eco-build which is made of Canadian red cedar, and enjoy glorious, sheep-filled rural views across the picturesque Brede Levels. Situated on the edge of the Cinque port town of Winchelsea and just 3½ miles from the medieval market town of Rye. This is an ideal holiday destination for friends and families, with an inviting wood burner for cooler evenings, a galleried landing leading to a balcony offering superb, elevated, picture postcard views and bi-folding doors on the ground floor that open out onto a terrace with an inviting hot tub. Ideal walking territory, with footpaths from the doorstep, or stroll beside the Royal Military Canal, which stretches from almost Hastings to Hythe. Bring your binoculars and head towards Rye Harbour Nature Reserve, which offers five bird watching hides with easy access - hear the nightingale sing in the springtime. The comedian Spike Milligan’s headstone can be spotted in the church yard in Winchelsea, with the immortalized words ’I told you I was ill!’ Take a swim at Camber Sands or Winchelsea Beach, discover 4000-year-old fossilized forests or spot a shipwreck along the Hastings coast. Battle Abbey also makes for a great day out. Beach 2 miles. Shop and pub 1 mile, restaurant 300 yards.

Step to entrance (with ramp access).
Ground Floor:
Open plan living space.
Living area: With wood burner, 55" Smart TV, oak floor and bi-folding doors leading to terrace.
3 steps to...
Dining area: With oak floor and bi-folding doors leading to terrace.
Kitchen area: With breakfast bar, range with 5-ring hob and double oven, microwave, fridge, dishwasher, washing machine, 32" Smart TV and tiled floor.
Wet room: With shower, toilet and heated towel rail.
Open-tread stairs to...
First Floor:
Bedroom 1: With kingsize bed, 24" Smart TV, wooden floor, door leading to balcony and en-suite with shower cubicle and toilet.
Bedroom 2: With kingsize bed, 24" Smart TV, wooden floor and door leading to balcony.
Bedroom 3: With kingsize bed, 24" Smart TV, wooden floor and door leading to balcony.
Bedroom 4: With bunk bed and wooden floor.
Bathroom: With slipper bath, shower cubicle, toilet and heated towel rail.

Gas central heating (underfloor on ground floor), electricity, bed linen, towels and Wi-Fi included. Initial logs for wood burner included. Highchair. Welcome pack. Lawned garden with terrace, garden furniture and barbecue. Balcony. Hot tub (private). Private parking for 4 cars. No smoking. Please note: The garden has a sloping lawned area.

Show amenities 


  • Barbecue
  • Detached Property
    Detached Property
  • Dishwasher
  • Garden / Patio
    Garden / Patio
  • Golf nearby
    Golf nearby
  • Highchair
  • Pub within 1 mile
    Pub within 1 mile
  • Pets – no charge
    Pets – no charge
  • Rural Location
    Rural Location
  • Woodburning Stove
    Woodburning Stove
  • WiFi
  • Luxury Collection
    Luxury Collection
  • Washing Machine
    Washing Machine
  • Fishing Nearby/On-site
    Fishing Nearby/On-site
  • Coastal within 3 miles
    Coastal within 3 miles
  • Coastal within 5 miles
    Coastal within 5 miles
  • Open Plan
    Open Plan
  • Truly Unique
    Truly Unique
  • Hot Tubs - Private
    Hot Tubs - Private
  • Parking - On Site
    Parking - On Site
  • Shower Cubicle
    Shower Cubicle
  • Unique Cottages
    Unique Cottages

Customer Comments

  • 10

    Confirmed guest, 16/03/2019
    Loved our stay, this is a fabulous house, with a very well thought out layout and amenities. The outlook was wonderful with walking from the door. A 5 min walk up the hill across the field to Winchelsea where there is a good pub (New Inn), small shop and a bus to Rye/Hastings. We were there in the wind and rain but imagined how lovely it would be to be there in better weather with the large patio, and balconies. Also fantastic that such a luxurious property allows dogs - we appreciate that.

  • 10

    Confirmed guest, 04/03/2019
    Thoroughly enjoyed my weekend with the girls everyone loved the house and had a great time . We will defiantly be back .

  • 10

    Confirmed guest, 11/02/2019
    Such a wonderful house with stunning views. The house has everything you could want for a fantastic break away. Cannot reccommend this property enough.

  • 10

    Confirmed guest, 26/10/2018
    We had a great week, especially as the weather stayed unseasonably sunny for the end of October. We visited Rye, Hastings, 3 castles, local pubs, cafes and restaurants, the more energetic ones went for runs over the fields behind Henry Oscar House, wholeness the baby checked out all the drawers and baby toys. We used the hot tub in the day, the evening and the dark....all times good but especially love the lights in the dark. Everything we needed was there and more... If we had known beforehand how great the cycling was from Winchelsea Beach to Rye, would have brought bikes - our fault for not researching it well enough, but a note to mention it would be a good idea. Such a peaceful location with wonderful country view from the panoramic windows and balcony yet walking distance to 2 pubs/restaurants. I would have added some photos but they are on my Google Photos and I am not given that option.

  • 10

    Confirmed guest, 21/09/2018
    We had a beautiful family holiday at Henry Oscar House. Everything had been thought of (and more!) And the welcome basket was a lovely addition. Beautiful location, and stunning views. Easy to get to places but felt like you were in the middle of nowhere. Would definately return here.

  • 10

    Confirmed guest, 14/09/2018
    An outstanding with a fantastic view of wonderful surroundings.

  • 10

    Confirmed guest, 10/08/2018
    Great holiday and absolutely lovely house, would highly recommend.

View All Guest Reviews

9.7 out of 10 – based on 23 reviews collected by Reevoo
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