Vacation rentals in Hailsham

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Top-rated vacation rentals in Hailsham

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

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Guest favorite
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, 373 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 favorite
Shepherd’s hut in Lower Dicker
4.93 out of 5 average rating, 115 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 favorite
Apartment in East Sussex
4.98 out of 5 average rating, 138 reviews

Annexe with own entrance

A delightful self contained annexe with own entrance nestling at the foot of the South Downs, a stroll away from the Old Town of Eastbourne with its array of pubs/eating places. The main town of Eastbourne is a 20 minute walk away and for the energetic you can be on the Downs in matter of moments. Fully refurbished for 2024. The annexe offers a double bed, lounge area with smart TV. Dining table for 2 which doubles as a work space with USB charging points. Fully fitted kitchen and shower room.

Top guest favorite
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, 373 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 favorite
An inviting brick cottage is surrounded by lush greenery, featuring several flowering plants. A small manicured lawn is complemented by two green chairs positioned beside the cottage, providing a serene spot to relax. A large tree offers shade nearby.
Cottage in Ripe
4.99 out of 5 average rating, 219 reviews

Wild hideaway near Lewes

Welcome to your wild hideaway. Self-contained with your own entrance, secluded garden, living room, desk with a view, luxury shower & kingsize bed under the eaves. An easy ride from London, Lewes and Brighton, it's ideal for quick escapes, romantic breaks, poetic inspiration or combining city buzz with rural retreating. Great pubs, the Downs, Glyndebourne, Charleston, Lee Miller's all approx. 10 mins. Designed as a creative workspace there's no TV but good WiFi: no streetlights, lots of stars.

Guest favorite
Tiny home in Whitesmith
4.94 out of 5 average rating, 116 reviews

Romantic Off-Grid Cabin 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

Top guest favorite
The image showcases a beachside garden filled with vibrant flowers and coastal plants under a clear blue sky. Pebble-strewn beach stretches into the distance towards the calm sea, while a cozy seating area is positioned among the colorful greenery, offering a serene outdoor space.
Condo in Bexhill
4.95 out of 5 average rating, 130 reviews

The Lookout Normans Bay . Cosy heated with views.

Relax and enjoy the views whatever the weather, at this unique and tranquil getaway. Nestled on a secluded beach, in a wonderfully friendly village, this is an exceptional Air Bnb. It is a freshly renovated world war II coastal defence observation and searchlight post. When you gaze out over the sea towards the horizon you are provided with a truly awe- inspiring vista. Situated in Normans Bay, a private village, the apartment is a mere quarter of a mile from Normans Bay train station.

Guest favorite
Barn in Hellingly
4.92 out of 5 average rating, 217 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 favorite
Tiny home in Vines Cross
4.95 out of 5 average rating, 777 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 favorite
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, 280 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 favorite
The exterior of a detached flint barn is showcased, featuring a warm grey-toned stone facade and a charming red tiled roof. A wooden deck with outdoor seating is visible in front, along with a landscaped area displaying shrubs and flowers. Two windows allow natural light into the space.
Cottage in Wilmington
4.97 out of 5 average rating, 103 reviews

Flint barn with log burner & fully enclosed garden

A lovely detached one bedroom Sussex flint barn close to South Downs National Park and the Long Man, ideal for Glyndebourne (18 mins). We are in a quiet no through lane within 20 minutes walking distance of 3 pubs & 2 tearooms. Sleeps 2 adults and up to 3 children (sofa bed in living room and single pull out in bedroom). Good dogs are welcome (£30 supplement) and can use the fully enclosed garden and sunny front deck.If you want to leave the dog/s on their own, please check with us!

Guest favorite
A charming farmhouse is set amidst lush greenery, showcasing a stone façade and a mix of rustic and modern architectural elements. Large windows allow natural light to fill the interior, with a patio area visible through the foliage, indicating a perfect spot for outdoor relaxation.
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.

Popular amenities for Hailsham vacation rentals

When is the best time to visit Hailsham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,242 GYDG$30,753 GYDG$27,824 GYDG$18,410 GYDG$20,920 GYDG$21,129 GYDG$21,129 GYDG$25,313 GYDG$25,313 GYDG$25,104 GYDG$24,267 GYDG$27,824 GYD
Avg. temp5°C5°C7°C10°C13°C15°C17°C17°C15°C12°C8°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Hailsham?

    Hailsham has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Hailsham with our house rentals, starting at about $50 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 750 vacation rentals in Hailsham, and over 130 vacation rentals in Magham Down.

  • Do bungalow rentals in Hailsham have a kitchen?

    Absolutely! We offer over 10 bungalow 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 house rentals in Hailsham have free parking?

    Absolutely! We offer over 10 house 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 free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Hailsham

  • Total vacation rentals

    Explore 50 vacation rentals in Hailsham

  • Nightly prices starting at

    Hailsham vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Hailsham vacation rentals include wi-fi 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