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Holiday rentals in Hailsham

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Top-rated holiday rentals in Hailsham

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 364 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 Hellingly
4.93 out of 5 average rating, 107 reviews

Luxurious Shepherds hut

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

Guest favourite
A charming flint walled guest house is shown, featuring a well-maintained entrance surrounded by colorful flowers in pots. The stone pathway leads to the front door, framed by lush greenery, set against a blue sky. Rooftops peek out above the structure, adding to the rustic appeal.
Place to stay in Hankham
4.88 out of 5 average rating, 103 reviews

Entire Guest Accommodation. Cosy and rural.

Our flint-walled guest accommodation is in the peaceful village of Hankham, near Pevensey. Ideal base for relaxing, walking, and exploring the countryside. The space is private, with a handmade pine kitchen and charming small garden, perfect for unwinding after a day outdoors. Surrounded by nature, with horses in nearby stables and ducks and moorhens on the pond. Perfect for couples, with extra beds available for children. We’re happy to recommend walking and cycling routes for all abilities.

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
4.9 out of 5 average rating, 206 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.

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 Chiddingly
4.97 out of 5 average rating, 272 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 charming lodge is shown nestled within a vibrant garden. The exterior features yellow paneling and a brown roof, with large windows offering natural light. Surrounding greenery includes trees and blooming shrubs. A stone patio provides outdoor space, while a separate garden shed is visible nearby.
Home in Hampden Park
4.95 out of 5 average rating, 390 reviews

Self-Contained Garden Lodge

This wonderful lodge is located in the 'Sunshine Coast' of East Sussex. The property is bright, clean and spacious and located at the back of the owner's large garden. It has its own pathway along the side of the owner's house, and is completely self contained and private. However, hosts are nearby at the top of the garden if needed. Beautiful views of the South Downs are visible from The Lodge. It's the perfect place from which to explore Eastbourne and the surrounding area.

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 Arlington
4.87 out of 5 average rating, 108 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.

Top guest favourite
A stone patio is presented with a rectangular table surrounded by two woven chairs. Bright red and white flowers are arranged in planters along the patio's edge, with greenery accentuating the space. A brick wall provides background structure, while large glass doors offer access to the interior.
Barn in Ripe
5 out of 5 average rating, 117 reviews

Country barn with beautiful views

Exclusive use of spacious fully-equipped barn conversion with beautiful views of the South Downs National Park. Set in a quiet, rural location within walking distance of the historic village of Ripe, near Lewes, East Sussex. An ideal location for country walks and cycling with local restaurants and pubs nearby. Within easy reach of the coast, the towns of Lewes, Brighton and Eastbourne, Glyndebourne Opera House, Michelham Priory, and many other places of historic interest.

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 Long Man
4.94 out of 5 average rating, 199 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.

Guest favourite
Cottage in Willingdon, Eastbourne,
4.95 out of 5 average rating, 139 reviews

Cozy Flint Cottage

Beautifully presented and welcoming cosy flint cottage within walking distance of The South Downs National Park. Our cottage is located in a peaceful and friendly village with two great pubs, fabulous Thai restaurant, post office and local Marks and Spencer BP convenience store, all only a short stroll away. You can enjoy a walking, cycling or a relaxing holiday. The cottage is located only a 10 minute drive into Eastbourne Town Centre and Seafront.

Top guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 846 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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.
Guest house in Herstmonceux
4.98 out of 5 average rating, 360 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).

Popular amenities for Hailsham holiday rentals

When is the best time to visit Hailsham?

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Avg. price$83 SGD$96 SGD$99 SGD$113 SGD$128 SGD$130 SGD$130 SGD$155 SGD$155 SGD$154 SGD$149 SGD$171 SGD
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Frequently Asked Questions

  • Are there family-friendly bungalow rentals in Hailsham?

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

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

    Experience the best of Hailsham with our cottage rentals, starting at about $130 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes 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 740 vacation rentals in Hailsham, and over 140 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 house rentals in Hailsham have wifi?

    Absolutely! We offer over 10 house 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 Cottage Rentals in Hailsham?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, 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 1,750 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!

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