Holiday rentals in Hailsham

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Top-rated holiday rentals in Hailsham

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Top guest favourite
A wooden barn structure is shown with large glass doors opening to a grassy area. A small terrace is indicated with outdoor seating visible. Surrounding trees and a rustic house can be seen in the background, providing a serene rural landscape.
Guest house in Ripe
4.97 out of 5 average rating, 314 reviews

Exclusive use modern barn with stunning views

The barn is exclusive use with own self check in entry. It is an ideal location for the fresh air of the South Downs National Park, country walks, pubs and coastal visits. Alternatively, drive 20 minutes either way to Brighton or Eastbourne for the arts, nightlife or restaurant scenes. This accommodation provides a warm and comfortable welcome providing peace and quiet within a village environment. We are situated near the South Downs which is accessible by bike or car, only a 3 mile drive/ride in country lanes. The opera house Glyndebourne is a short distance, as is Charleston farmhouse, the country home of the Bloomsbury set. Ideally situated for the best of East Sussex. We have a private drive for you to park and separate access to the barn, to allow privacy. There is an area of garden and terrace available for you to enjoy the views. All the accommodation is on one level and assistance to terrace from the garden for wheelchairs will be made available if required. We live in the house north of the barn and will be mostly available to help with local knowledge of trips, attractions and restaurant recommendations. Our local inn The Yew Tree is most welcoming and offers our local ale "Harveys" as well as many of the local artisan brews such as Longman. The house is a three-minute walk from the village store offering homemade foods and local produce, as well as a cafe. The beaches at Seaford and Newhaven are a 15-minute drive away. There are wonderful village pubs all within striking distance. Berwick station is only 2.5 miles away with trains going to London, Gatwick, Brighton and Eastbourne. The airport LGW London Gatwick is a 45 minute drive away, LHR London Heathrow 1hr 15 minutes approx. The public transport is limited and we would recommend you use a taxi if you do not have a car. The barn has extensive views, including the bedroom which has a wonderful view across the gardens. The barn adjoins a large green field which is grown for meadow hay. The sunsets behind the ancient saxon burial mound known as Mount Caburn. The burning sky sunsets are the best!

Guest favourite
A light bedroom features a king-sized metal bed with soft linens and a blue throw. Large windows offer views of greenery, while light-colored walls and wooden flooring create a serene atmosphere. A small dresser and a decorative chair complete the inviting space.
Guest suite in East Sussex
4.93 out of 5 average rating, 372 reviews

The Annex, Berwick, East Sussex

Light and spacious self-contained Annex, separate from the main house with it's own private entrance. Being within two miles of the South Downs National Park and an Area of Outstanding Natural Beauty, we are surrounded by idyllic countryside, lovely villages and pubs, and only 6 miles from the sea. The Space: Our Annex is comprised of a spacious double bedroom, with king-sized bed and luxurious bedding, a large lounge, a shower room, and a kitchenette, equipped with fridge/freezer, microwave, toaster, tea & coffee making facilities, washing machine and dryer. Breakfast included. We have two friendly dogs, who have access to our garden and house, but not The Annex. Guest Access: Private entrance. Disabled accessible throughout, including shower. Ample parking. Access to the back garden and patio on request, due to our two friendly dogs. Interaction with Guests: We are a friendly couple, who love to make our visitors welcome, and will also respect your privacy, as you prefer. The Neighbourhood: We are in a rural village, with a small railway station, two pubs, a Post Office and garage. Perfect for walking, cycling and exploring the many local sights, Berwick village train station is only two minutes walk away, with easy access to Brighton, Eastbourne and Lewes. Ample on-site parking means you can leave your car in our drive whilst you explore by foot, bicycle, or train. Local sites include the historic village of Alfriston; Beachy Head, the Cuckmere Valley and the Seven Sisters; Charleston Farmhouse; Firle Place; and Glyndebourne, to name just a few!

Guest favourite
A rustic hut is set on elevated wooden stilts, featuring a front porch with double doors. The structure is surrounded by a well-kept lawn. A fire pit with a grill is positioned in the foreground. Nearby planters add a touch of greenery to the scene.
Shepherd’s hut in Lower Dicker
4.94 out of 5 average rating, 111 reviews

Secluded Shepherds hut in country location

Relax in the beautiful Sussex countryside. The hut has a hot water shower 2 sinks and a loo and a double bed. Inside the hut you have speakers to listen to your favourite tunes or relax with a book, a game of cards, Jenga or scrabble. Wake up and have a cup of tea or coffee with a view of either the fields or sheep that may be in the vicinity. Bring wellies as the fields are still wet. If you like dogs then mine will most likely come and visit (extremely friendly) No cooking facilities

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, 369 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.

Guest favourite
A modern black lodge features a pitched roof with large glass doors leading to a deck. Surrounding the lodge, vibrant yellow flowers are scattered across the grassy area, complementing the natural landscape.
Tiny home in Hellingly
4.89 out of 5 average rating, 216 reviews

Tiny home with stunning views on 150 acres

Enjoy the lovely setting of this romantic spot in nature. Situated in a private corner of Wellshurst Golf club, enjoy the tranquil setting and cosy up in this brand new lodge. With everything you could need for a short stay and plenty of beautiful walks nearby, dogs are welcome and enjoying some golf is optional at our beautiful 18 hole course and driving range. Soak in the free standing tub whilst admiring the views, or relax on the deck and watch the sunset. 2 minute woodland walk to access.

Guest favourite
Guest house in East Hoathly
4.93 out of 5 average rating, 174 reviews

Romantic Floating Cabin -‘The Water Snug’

Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

Guest favourite
The off-grid cabin is set within an open meadow, surrounded by trees and open fields. The structure features large windows, allowing ample natural light inside. Outdoor seating is present, creating an inviting space for relaxation in nature.
Tiny home in Whitesmith
4.94 out of 5 average rating, 110 reviews

Romantic Off-Grid Tiny Home Ft Beachy Head Hike

Escape the noise. Reconnect with nature. Our cosy off-grid cabin, Hwin, is set in an open meadow with sweeping countryside views and zero light pollution (perect for stargazing!) Fully off-grid, but with all the comforts: hot shower, king-size bed, full kitchen, and a wood-burning stove. - Panoramic views from bed - Dog-friendly with outdoor space to roam - 1km walk to the Six Bells pub (proper pub) - 3km from Gun Tap Room & Brewery - 30 mins to the Beachy Head to Seven Sisters coastal hike

Guest favourite
Barn in Hellingly
4.92 out of 5 average rating, 210 reviews

The Barn, Hot tub, projector, Fire Pit, Pizza oven

Our Grade ll Barn is in a quiet countryside spot within driving distance of Eastbourne, Tunbridge Wells, Brighton and Hastings. This unique place has a style all of its own. A spacious home for a romantic getaway or a weekend adventure exploring the local beaches, walks & golf clubs The Barn is equipped with a hot tub, outdoor cinema screen, Ooni pizza oven, firepit/BBQ. We have a driveway which has space for two cars directly outside. *Please note our place is NOT suitable for children.

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, 278 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.

Guest favourite
A charming farmhouse is surrounded by lush greenery and colorful garden flowers, with a gravel pathway leading to the entrance. The building features a mix of brick and white exterior, large windows reflecting natural light, and a canopy of branches overhead.
Home in Upper Dicker
4.85 out of 5 average rating, 116 reviews

Starnash Farmhouse Accommodation

Starnash is a cosy farmhouse on 3 acres of land; the east side is self-contained for 8 guests. A shepherd’s hut in the garden can be hired separately (when available) for 2 more people, so we can accommodate up to 10 guests in total. If you’re looking to get away and be just off the beaten track then Starnash is the place for you. Here you are surrounded by nature & birdsong and within a few miles of beaches, woodland walks, the South Downs AONB, quirky villages and vibrant towns.

Guest favourite
A spacious barn-style home is showcased against a clear sky, featuring a stone façade and large windows. A grassy lawn extends in front, with shadows cast by trees. Outdoor seating is positioned on a patio area, and a swing set is visible in the background.
Barn in Milton Street
4.94 out of 5 average rating, 205 reviews

Beautiful barn on the South Downs Way

Beautiful barn, perfect for walkers, also great as a comfortable and spacious base for exploring the local countryside. Local cultural attractions include Glyndebourne, Drusilla's Park, South Downs Way. This spacious artist's home is located right on the South Downs Way, and it is only about an hour and a half walk to the coast at Exceat. There is a tree house for kids, a couple of swing seats for chilling out on, and the Cuckmere runs through the bottom of the garden.

Top guest favourite
The living room presents a cozy seating area with a large sofa and two armchairs positioned around a textured area rug. A smart TV is mounted on the wall beside a decorative fireplace. Natural light fills the space through large windows, complemented by soft furnishings.
Home in Sovereign Harbour
4.95 out of 5 average rating, 225 reviews

Cosy 2 bed maisonette with parking by the coast

A cosy and stylish maisonette with one allocated parking space at the front of the property. Visitor parking available opposite the property making this ideal for guests who need their own vehicle to explore beyond Eastbourne. The area is quiet and residential and house is set behind the road giving a bit more privacy for the small garden which is to the front of the property. Please note, there is no back garden.

Popular amenities for Hailsham holiday rentals

When is the best time to visit Hailsham?

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Avg. price$173 SGD$188 SGD$170 SGD$113 SGD$128 SGD$129 SGD$129 SGD$155 SGD$155 SGD$154 SGD$149 SGD$170 SGD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Hailsham?

    Hailsham has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in bungalow rentals in Hailsham?

    Experience the best of Hailsham with our bungalow rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Hailsham?

    Four-legged friends are welcome in Hailsham. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hailsham?

    Yes! Work meets play with ease at over 10 vacation rentals in Hailsham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Hailsham bungalow rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 bungalow rentals with pools in Hailsham, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Hailsham?

    Make yourself at home in Hailsham by choosing from our most frequently booked neighborhoods. We have over 750 vacation rentals in Hailsham, and over 130 vacation rentals in Magham Down.

  • Do cottage rentals in Hailsham have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Hailsham have wifi?

    Absolutely! We offer over 10 bungalow rentals with wifi in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Hailsham have free parking?

    Absolutely! We offer over 10 bungalow rentals with free parking in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Bungalow Rentals in Hailsham?

    Enhance your stay in our Bungalow Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Hailsham

  • Total holiday rentals

    Explore 50 holiday rentals in Hailsham

  • Nightly prices starting at

    Hailsham holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Hailsham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hailsham rentals

  • 4.8 Average rating

    Hailsham stays are highly rated by guests – averaging 4.8 out of 5!

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  4. East Sussex
  5. Hailsham