Holiday houses in Windmill Hill

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Top-rated holiday rentals in Windmill Hill

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Top Guest favourite
A charming Shepherd's hut is set against a twilight sky, with warm light emanating from the windows. In the foreground, a private hot tub is illuminated with soft LED lights, and the surrounding garden features gravel pathways and a view of green fields beyond.
Shepherd’s hut in Stunts Green Hailsham
4.97 out of 5 average rating, 204 reviews

Heartsease - Wi-Fi, smart TV, hot tub, fab views.

Heartsease is one of two extra-large (6m x 2.4m) Shepherds huts at the bottom of the owner's beautiful rural garden, overlooking miles of rolling countryside. There's a super-comfortable kingsize bed, a kitchenette, a seating/dining area and a luxury shower room. It feels like you're in the fields but there's no long walk with luggage and all mod cons eg excellent wifi. Private garden with patio, bistro set and private electric (ever ready) hot tub. Access to shared garden with BBQs and firepit.

Top Guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 364 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

Top Guest favourite
The living area showcases a bright and spacious layout with large windows allowing natural light to fill the space. A cozy seating arrangement and modern decor are complemented by a dining table nearby. A skylight enhances the airy atmosphere, creating a welcoming environment.
Farm stay in Battle
4.98 out of 5 average rating, 235 reviews

The Loft: Luxury countryside retreat in 20+ acres

The Loft at Little Park Farm offers an idyllic retreat in over 20 acres of private countryside, the perfect escape for a relaxed and enjoyable break in the natural beauty of Sussex. The farm offers a mosaic of habitats thriving with wildlife; with woodland walks, duckponds, and ornate gardens for you to explore. Our Shetland ponies or Boer goats will happily join you. The Loft is a lovingly refurbished and well-equipped self-contained annex with a private garden. Many close attractions.

Top Guest favourite
A bright bedroom and living area features a spacious bed adorned with soft linens. Wide glass doors open to a private outdoor seating area, overlooking well-maintained grass. A circular dining table is positioned nearby, with two chairs complementing the cozy interior.
Tiny home in Vines Cross
4.95 out of 5 average rating, 710 reviews

Countryside location with hot tub and sauna

We are offering our pool house which consists of sauna, hot tub, kitchen, double shower room, bedroom/living room with separate wc. Beautiful countryside views. This building is located in our garden which is an acre in total. From the garden you have the added bonus of seeing Llamas and wild deer in the adjoining field. We are situated close to the cuckoo line and there are beautiful walks nearby. We do allow dogs but we do ask that they are added to your reservation as we make a charge.

Top Guest favourite
The exterior of the converted barn features a sloped roof with rustic shingles and wooden siding. A gravel driveway leads to the entrance, flanked by planters. Large windows offer views into the open interior, while trees provide a natural backdrop.
Barn in East Sussex
4.97 out of 5 average rating, 269 reviews

The Cart Lodge a cosy rural hideaway

Situated in a secluded part of our 16th century farm, this detached, south facing cart barn has been converted to a very high standard. In an ideal location overlooking a large duck pond and with distant views to the South Downs. It is a great base for walking the Wealdway or cycling the Cuckoo Trail. Places to explore include Lewes and Eastbourne, 9 miles. Glyndebourne 6 miles. An excellent pub and restaurant is within a ten minute walk along country footpaths. The village shop 2 miles.

Top Guest favourite
A spacious living area features large windows that frame captivating sea views. A wooden dining table is set between the windows, accompanied by two chairs. A plant is placed on each side of the room, and simple furnishings are styled for a relaxed atmosphere.
Apartment in Hastings
4.99 out of 5 average rating, 137 reviews

Escape to the Sea

Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

Top Guest favourite
Shepherd’s hut in Bodle Street Green
4.99 out of 5 average rating, 129 reviews

The Cottage hut - with hot tub and farmland views

Nestled in the East Sussex countryside, The Cottage Hut offers a tranquil escape overlooking farmland views. Enjoy scenic walks just minutes away, a local pub only a mile off, and beaches within a 25-minute drive. Set 80m from the main property, it’s enclosed in a private, fenced gravel area. Relax on the decking or soak in the sunken hot tub with Bluetooth speakers. Ideal for romantic retreats or peaceful breaks, it’s the perfect spot to unwind and reconnect with nature.

Top Guest favourite
The exterior of the eco-friendly cottage is framed by an array of flowering plants and gravel pathways. Natural wood cladding complements the blue sky. Outdoor seating includes a dining table and chairs, inviting relaxation in the spacious garden area.
Cottage in Brightling
5 out of 5 average rating, 161 reviews

The Long Stable: Rural haven, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

Top Guest favourite
The exterior features a rustic brick facade with a wooden front door framed by a large overhang. Large windows allow natural light into the space. A potted pink flower stands at the entrance, adding a touch of greenery to the inviting façade.
Barn in East Sussex
4.98 out of 5 average rating, 102 reviews

Barn conversion on farm

‘The Byre’ is a converted old dairy barn located on a working farm, nestled in an area of outstanding natural beauty. With views across fields and forests - and the odd resident cow - this is the perfect place to unwind and explore everything East Sussex has to offer. Built in 1890, ‘The Byre’ has plenty of character and has been converted to a high spec - making it cosy and modern throughout - with everything you need for a relaxing stay.

Top Guest favourite
The open-plan living area features a comfortable king-size bed, a television, and a sofa. A rocking chair and a small wooden table are positioned beside large glass doors that provide views of the garden. A patterned rug adds warmth to the space.
Guesthouse in Herstmonceux
4.98 out of 5 average rating, 357 reviews

Spacious self-contained annex in rural setting

Located in a glorious, peaceful rural setting in an Area of Outstanding Natural Beauty in the High Weald of East Sussex, our annex offers the perfect get-away for a relaxing, peaceful stay in beautiful countryside. Although situated in the depths of the countryside, we are only a 10 minute drive from the market town of Hailsham which has a good selection of shops and supermarkets (Waitrose, Tesco, Asda).

Top Guest favourite
A rustic dining area is highlighted by a wooden table surrounded by two chairs. A colorful tapestry hangs on the wall above, while a potted plant adds a touch of greenery. Natural light filters through a window, illuminating the soft carpet beneath.
Apartment in East Sussex
4.98 out of 5 average rating, 318 reviews

Battle’s sweet retreat

This cosy little apartment has everything you need for a peaceful retreat in our beautiful little town of Battle. Situated in the High Street directly opposite the famous Battle Abbey you are perfectly placed to explore the town and surrounding area. The apartment is decorated with an appreciation of the architecture and history of the Abbey whilst including inspirations from the surrounding countryside.

Guest favourite
The exterior of the cottage showcases charming brickwork and a vibrant green door, surrounded by manicured greenery. Paved pathways lead to the entrance, with a small barrel and decorative plants adding to the inviting atmosphere.
Cottage in Boreham Street
4.98 out of 5 average rating, 124 reviews

The Stables at Boreham House

The Stables is a converted self-catering cottage in what was the original stables and coach house of Boreham House bed and breakfast and is ideal for couples or families. Inside the cottage the accommodation has been renovated to a very high standard while retaining much of the original character. The cottage is set in beautiful East Sussex countryside within an Area of Outstanding Natural Beauty.

Popular amenities for Windmill Hill holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. East Sussex
  5. Windmill Hill