Holiday houses in Hailsham

Find and book unique accommodation on Airbnb

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 $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    40 of Hailsham holiday 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!

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 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, 136 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 living space features an L-shaped blue sofa adorned with patterned cushions, inviting relaxation. A wooden dining area and well-equipped kitchen are visible, along with decorative lighting fixtures above. The rustic timber walls and vibrant textiles contribute to a cozy ambiance, with a staircase leading to the mezzanine.
Cabin in Firle
4.98 out of 5 average rating, 215 reviews

Spacious rustic cabin in beautiful national park

Caburn Cabin is in Firle Village in the South Downs national park. Our spacious timber cabin sleeps up to four people. It has a warm rustic charm whilst being fully equipped with modern facilities. There is a rear private deck with seating. Ideal for romantic escapes or active holidays. Enjoy the outdoors by foot & bike direct from the cabin. The local pub & village shop are just 10 minutes walk. Perfect for Glyndebourne, Charleston & Firle weddings or explore nearby towns of Lewes or Brighton.

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, 389 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
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
4.93 out of 5 average rating, 130 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 favourite
Guesthouse in East Hoathly
4.94 out of 5 average rating, 201 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 every room. 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
Barn in Hellingly
4.91 out of 5 average rating, 251 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, 292 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 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, 215 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
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 369 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

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, 254 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.

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, 378 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
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, 146 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 Hailsham holiday rentals

When is the best time to visit Hailsham?

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Avg. price$226 NZD$246 NZD$223 NZD$239 NZD$261 NZD$263 NZD$169 NZD$202 NZD$202 NZD$201 NZD$194 NZD$223 NZD
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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 cottage rentals in Hailsham?

    Experience the best of Hailsham with our cottage rentals, starting at about $160 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!

  • 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.